☆ 4.7 Article

Regioselective Dichotomy in Ru(II)-Catalyzed C-H Annulation of Aryl Pyrazolidinones with 1,3-Diynes

JOURNAL OF ORGANIC CHEMISTRY (2022)

相关参考文献

注意：仅列出部分参考文献，下载原文获取全部文献信息。

Article Chemistry, Multidisciplinary

Rh(iii)-Catalyzed [5+1] annulation of 2-alkenylanilides and 2-alkenylphenols with allenyl acetates

Anurag Singh et al.

Summary: In this study, a novel nonoxidative [5 + 1] annulation reaction was reported. By using Rh(III) catalyst, 2-alkenylanilides and allenyl acetate were selectively reacted to obtain 1,2-dihydroquinoline derivatives. The reaction involves a series of steps including activation, insertion, elimination, and cyclization, achieving the construction of compounds. The method has a wide range of applications and can be used for functionalization of natural products.

CHEMICAL SCIENCE (2022)

添加到收藏夹

Article Chemistry, Organic

Rh(III)-Catalysed Switchable and Chemoselective Synthesis of Difluorinated Pyrazolo[1,2-a]indazolone and Indole Frameworks

Shuang Lin et al.

Summary: This article describes a chemodivergent synthesis of difluorinated pyrazolo[1,2-a]indazolone and indole frameworks via Rh(III)-catalysed regioselective C-H functionalization of phenidone with gem-difluoromethylene alkynes. The reaction pathways and chemoselectivity were elucidated through a combined experimental and computational mechanistic study.

ASIAN JOURNAL OF ORGANIC CHEMISTRY (2022)

添加到收藏夹

Article Chemistry, Organic

Catalyst-Controlled C-H Transformation of Pyrazolidinones with 1,3-Diynes for Highly Selective Synthesis of Functionalized Bisindoles and Indoles

Yi Luo et al.

Summary: An efficient synthetic method has been developed for the functionalization of bisindoles and indoles through catalyst-controlled C-H functionalization of pyrazolidinones and 1,3-diynes, providing a straightforward pathway with high selectivity for both chemoselectivity and regioselectivity challenges.

JOURNAL OF ORGANIC CHEMISTRY (2022)

添加到收藏夹

Article Chemistry, Organic

Cobalt(III)-Catalyzed Chemo- and Regioselective [4+2]-Annulation of Aromatic Sulfoxonium Ylides with 1,3-Diynes

Suresh Kumar Yadav et al.

Summary: This study describes an air-stable, highly abundant, and cost-effective Co(III)-catalyzed redox-neutral [4 + 2] annulation reaction of aromatic sulfoxonium ylides with 1,3-diynes, resulting in the synthesis of useful substituted 1-naphthol derivatives in a regioselective manner. Furthermore, the prepared 1-naphthols with internal alkynes were converted into polycarbocyclic molecules and spiro-dienone derivatives with high yields. A possible reaction mechanism involving ortho C-H activation as a key step was proposed and supported by deuterium labeling and kinetic isotope labeling studies.

JOURNAL OF ORGANIC CHEMISTRY (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

C-H Activation: Toward Sustainability and Applications

Toryn Dalton et al.

Summary: The field of green chemistry has been evolving for over two decades, with a focus on conserving natural resources and protecting the environment through judicious synthetic routes and materials choices. Current research efforts are aimed at overcoming sustainability challenges in C-H activation, including seeking abundant metal catalysts and introducing bio-derived solvents. Industrial uptake will be crucial for the future growth of this field, urging researchers to strive towards sustainable C-H activation.

ACS CENTRAL SCIENCE (2021)

添加到收藏夹

Article Chemistry, Applied

Synthesis of Pyrazolo[1,2-a]cinnolines via Rhodium(III)-Catalyzed [4+2] Annulation Reactions of Pyrazolidinones with Sulfoxonium Ylides

Shulei Hu et al.

Summary: A method for synthesizing pyrazolo[1,2-a]cinnolines was developed using rhodium(III)-catalyzed C-H activation of pyrazolidinones and subsequent [4+2] annulation of sulfoxonium ylides. By adjusting the reaction conditions, 5-substituted or 5,10-disubstituted pyrazolo[1,2-a]cinnolines could be obtained. Gram-scale synthesis and practical transformations demonstrated the feasibility of this method, which features simplified operation and readily available reactants.

ADVANCED SYNTHESIS & CATALYSIS (2021)

添加到收藏夹

Article Chemistry, Organic

Rh(III)-Catalyzed [3+2] Annulation and C-H Alkenylation of Indoles with 1,3-Diynes by C-H Activation

Sanjeev Kumar et al.

Summary: The Rh(III)-catalyzed [3+2] annulations and C2-alkenylations of indoles with 1,3-diynes described in this study deliver synthetically important 3H-pyrrolo[1,2-a]indol-3-ones and highly functionalized tetrasubstituted olefin derivatives, with high efficiency and broad functional group compatibility. Additionally, the method has been successfully extended to the synthesis of bis-annulated and trisubstituted alkenes, as well as for the core structure synthesis of protein kinase C inhibitors and melatonin analogues.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2021)

添加到收藏夹

Article Chemistry, Applied

Selective Synthesis of 3-(α-Fluorovinyl)indoles and 3-Acylindoles via the Cascade Reactions of 1-Phenylpyrazolidinones with α,α-Difluoromethylene Alkynes

Yujie Yang et al.

Summary: This study presents a selective synthesis of 3-(alpha-fluorovinyl)indoles and 3-acylindoles via a cascade process, demonstrating potential as lead compounds for drug development with controllable selectivity and simultaneous formation of diverse compounds.

ADVANCED SYNTHESIS & CATALYSIS (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Catalytic System-Controlled Divergent Reaction Strategies for the Construction of Diversified Spiropyrazolone Skeletons from Pyrazolidinones and Diazopyrazolones

Feifei Fang et al.

Summary: A catalytic system-controlled divergent reaction strategy was developed to construct four types of intriguing spiroheterocyclic skeletons from simple starting materials via precise chemical bond activation/[n+1] annulation cascade. This strategy offers a broad scope of substrates, moderate to excellent yields, and valuable transformations, including the first observation of N-N bond activation and C(sp(3))-H bond activation on pyrazolidinones under different catalytic systems.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

添加到收藏夹

Article Chemistry, Physical

Catalytic Cascade Cyclization and Regioselective Hydroheteroarylation of Unactivated Alkenes

Rahul K. Shukla et al.

Summary: A Pd(II)-catalyzed directed, regio-controlled hydroheteroarylation of unactivated alkenes has been developed for the construction of gamma-heteroaryl-substituted carbonyl compounds. The methodology is operationally simple and compatible with a variety of nucleophiles to deliver structurally divergent heterocyclic skeletons. This approach also demonstrated synthetic utility in gram-scale synthesis, directing group removal, and late-stage modification of drugs and natural products.

ACS CATALYSIS (2021)

添加到收藏夹

Article Chemistry, Organic

An unusual reaction mode of 1-phenylpyrazolidinones toward diazonaphthalen-2(1H)-ones featuring cascade C(sp2)-H and C(sp3)-H bond cleavage

Muhua Wang et al.

Summary: A novel synthesis of pyrazolidinone fused 1,3-benzooxazepine derivatives via a formal [4 + 3] annulation reaction of 1-phenylpyrazolidinones with diazonaphthalen-2(1H)-ones is presented. The mechanism involves an unprecedented reaction mode of 1-phenylpyrazolidinone, featuring cascade C-alkylation/C-annulation through C(sp(2))-H/C(sp(3))-H bond cleavage. Compared with literature methods, this protocol offers advantages such as easily accessible starting materials, structurally complex and biologically attractive products, a unique mechanistic pathway, and excellent chemo/regioselectivity.

ORGANIC CHEMISTRY FRONTIERS (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Ru(ii)-catalyzed allenylation and sequential annulation of N-tosylbenzamides with propargyl alcohols

Shreemoyee Kumar et al.

Summary: This study reported the Ru(ii)-catalyzed C(sp(2))-H arylation of N-tosylbenzamides to access multi-substituted allenylamides, which were further converted to isoquinolone derivatives via base mediated annulation. The protocol features low catalyst loading, mild reaction conditions, high functional group compatibility, and scalability. The unique functionality of the produced allenes allowed for further transformations, expanding the practicality of the protocol.

CHEMICAL COMMUNICATIONS (2021)

添加到收藏夹

Review Chemistry, Multidisciplinary

Site-selective functionalization of remote aliphatic C-H bonds via C-H metallation

Qi Zhang et al.

Summary: The review summarizes recent advancements in achieving selective functionalization of remote C(sp(3))-H bonds in transition metal-catalyzed C-H functionalization reactions, showcasing strategies such as specific substrate selection, switching of the regiodetermining step, utilization of ring strain in metallacycles, multiple non-covalent interactions, and favorable reductive elimination.

CHEMICAL SCIENCE (2021)

添加到收藏夹

Article Chemistry, Organic

Ru(II)-Catalyzed C-H Functionalization of N-Hydroxyoximes with 1,3-Diynes Unveils a Regioselective Disparity

Shreemoyee Kumar et al.

ORGANIC LETTERS (2020)

添加到收藏夹

Article Chemistry, Physical

Highly Selective Synthesis of 1,3-Enynes, Pyrroles, and Furans by Manganese(I)-Catalyzed C-H Activation

Sara Cembellin et al.

ACS CATALYSIS (2020)

添加到收藏夹

Article Chemistry, Physical

Rhodium(III)-Catalyzed Cross Coupling of Sulfoxonium Ylides and 1,3-Diynes to Produce Naphthol-Indole Derivatives: An AreneorthoC-H Activation/Annulation Cascade

Ruixing Liu et al.

CHEMCATCHEM (2020)

添加到收藏夹

Article Chemistry, Organic

Ru(II)-Catalyzed Tunable Cascade Reaction via C-H/C-C Bond Cleavage

Zi Yang et al.

JOURNAL OF ORGANIC CHEMISTRY (2020)

添加到收藏夹

Article Chemistry, Organic

Traceless Bidentate Directing Group Assisted Cobalt-Catalyzed sp2-C-H Activation and [4+2]-Annulation Reaction with 1,3-Diynes

Arnab Dey et al.

ORGANIC LETTERS (2020)

添加到收藏夹

Review Chemistry, Organic

Recent advances in the synthesis of indoles from alkynes and nitrogen sources

Jose Sebastiao Santos Neto et al.

ORGANIC CHEMISTRY FRONTIERS (2020)

添加到收藏夹

Article Chemistry, Organic

Rhodium(III)-Catalyzed Directed C-H Dienylation of Anilides with Allenes Leads to Highly Conjugated Systems

Chiranjit Ghosh et al.

ORGANIC LETTERS (2019)

添加到收藏夹

Article Chemistry, Organic

Rh(II)-Catalyzed Highly Diastereoselective Cascade Transannulation of N-Sulfonyl-1,2,3-triazoles and Vinyl Benzoxazinanones

Kuntal Pal et al.

ORGANIC LETTERS (2019)

添加到收藏夹

Review Chemistry, Medicinal

An Overview of Synthesis of Indole Alkaloids and Biological Activities of Secondary Metabolites Isolated from Hyrtios Species

M. Novanna et al.

MINI-REVIEWS IN MEDICINAL CHEMISTRY (2019)

添加到收藏夹

Article Chemistry, Multidisciplinary

Iridium(iii)-catalysed annulation of pyrazolidinones with propiolates: a facile route to pyrazolo[1,2-a] indazoles

Zi Yang et al.

CHEMICAL COMMUNICATIONS (2019)

添加到收藏夹

Article Chemistry, Organic

Ruthenium(II)-Catalyzed Regioselective-Controlled Allenylation/Cyclization of Benzimides with Propargyl Alcohols

Adapa Anukumar et al.

JOURNAL OF ORGANIC CHEMISTRY (2018)

添加到收藏夹

Article Chemistry, Organic

Recent Advances in the Regioselective Synthesis of Indoles via C-H Activation/Functionalization

Inder Kumar et al.

SYNTHESIS-STUTTGART (2018)

添加到收藏夹

Article Chemistry, Organic

Rh(III)-Catalyzed synthesis of pyrazolo[1,2-a] cinnolines from pyrazolidinones and diazo compounds

Panpan Li et al.

ORGANIC CHEMISTRY FRONTIERS (2018)

添加到收藏夹

Review Chemistry, Multidisciplinary

Transient Directing Groups for Transformative C-H Activation by Synergistic Metal Catalysis

Parthasarathy Gandeepan et al.

CHEM (2018)

添加到收藏夹

Review Chemistry, Multidisciplinary

A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry

Carlo Sambiagio et al.

CHEMICAL SOCIETY REVIEWS (2018)

添加到收藏夹

Review Chemistry, Multidisciplinary

Recent applications of C-H functionalization in complex natural product synthesis

Dylan J. Abrams et al.

CHEMICAL SOCIETY REVIEWS (2018)

添加到收藏夹

Article Chemistry, Medicinal

Synthesis and antimicrobial evaluation of novel analogues of dehydroabietic acid prepared by C-H-Activation

Martin Berger et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2017)

添加到收藏夹

Article Chemistry, Organic

Rhodium-catalyzed redox-neutral coupling of phenidones with alkynes

Zhoulong Fan et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2017)

添加到收藏夹

Article Chemistry, Organic

Cobalt Catalyzed, Regioselective C(sp2)-H Activation of Amides with 1,3-Diynes

Subban Kathiravan et al.

ORGANIC LETTERS (2017)

添加到收藏夹

Article Chemistry, Multidisciplinary

Cp*CoIII-Catalyzed Bis-isoquinolone Synthesis by C-H Annulation of Arylamide with 1,3-Diyne

Malay Sen et al.

CHEMISTRY-A EUROPEAN JOURNAL (2017)

添加到收藏夹

Article Chemistry, Applied

Construction of Pyridazine Analogues via Rhodium-mediated C-H Activation

Chao Yang et al.

ADVANCED SYNTHESIS & CATALYSIS (2017)

添加到收藏夹

Article Chemistry, Multidisciplinary

Cobalt-Catalyzed sp2-C-H Activation: Intermolecular Heterocyclization with Allenes at Room Temperature

Neetipalli Thrimurtulu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016)

添加到收藏夹

Article Chemistry, Multidisciplinary

Cationic Cobalt(III) Catalyzed Indole Synthesis: The Regioselective Intermolecular Cyclization of N-Nitrosoanilines and Alkynes

Yujie Liang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016)

添加到收藏夹

Review Chemistry, Medicinal

A review on recent developments of indole-containing antiviral agents

Ming-Zhi Zhang et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2015)

添加到收藏夹

Review Biochemistry & Molecular Biology

Simple indole alkaloids and those with a nonrearranged monoterpenoid unit

Minoru Ishikura et al.

NATURAL PRODUCT REPORTS (2015)

添加到收藏夹

Article Chemistry, Organic

Merging C-H Activation and Alkene Difunctionalization at Room Temperature: A Palladium-Catalyzed Divergent Synthesis of Indoles and Indolines

Manash Kumar Manna et al.

ORGANIC LETTERS (2015)

添加到收藏夹

Article Chemistry, Organic

Indole synthesis through transition metal-catalyzed C-H activation

Tenglong Guo et al.

TETRAHEDRON LETTERS (2015)

添加到收藏夹

Article Chemistry, Multidisciplinary

The C-H Activation/1,3-Diyne Strategy: Highly Selective Direct Synthesis of Diverse Bisheterocycles by RhIII Catalysis

Da-Gang Yu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2014)

添加到收藏夹

Review Biochemistry & Molecular Biology

Cycloaddition of 1,3-Butadiynes: Efficient Synthesis of Carbo- and Heterocycles

Tauqir A. Nizami et al.

MOLECULES (2014)

添加到收藏夹

Article Chemistry, Organic

Ruthenium-Catalyzed Redox-Neutral C-H Activation via N-N Cleavage: Synthesis of N-Substituted Indoles

Zhenxing Zhang et al.

ORGANIC LETTERS (2014)

添加到收藏夹

Article Chemistry, Organic

1,3-Diyne chemistry: synthesis and derivations

Wei Shi et al.

TETRAHEDRON LETTERS (2014)

添加到收藏夹

Review Chemistry, Multidisciplinary

Catalytic Functionalization of C(sp2)-H and C(sp3)-H Bonds by Using Bidentate Directing Groups

Guy Rouquet et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

添加到收藏夹

Article Chemistry, Multidisciplinary

Rhodium(III)-Catalyzed Indole Synthesis Using N-N Bond as an Internal Oxidant

Baoqing Liu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2013)

添加到收藏夹

Article Chemistry, Multidisciplinary

Copper(I) iodide-DMAP catalyzed homo- and heterocoupling of terminal alkynes

Balu S. Navale et al.

RSC ADVANCES (2013)

添加到收藏夹

Review Chemistry, Organic

Synthesis of Pyrroles, Indoles, and Carbazoles through Transition-Metal-Catalyzed C-H Functionalization

Naohiko Yoshikai et al.

ASIAN JOURNAL OF ORGANIC CHEMISTRY (2013)

添加到收藏夹

Review Chemistry, Multidisciplinary

Beyond Directing Groups: Transition-Metal-Catalyzed C-H Activation of Simple Arenes

Nadine Kuhl et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)

添加到收藏夹

Review Chemistry, Multidisciplinary

C-H Bond Functionalization: Emerging Synthetic Tools for Natural Products and Pharmaceuticals

Junichiro Yamaguchi et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)

添加到收藏夹

Article Chemistry, Medicinal

Design, synthesis and in vitro evaluation of novel bivalent S-adenosylmethionine analogues

Catherine Joce et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2012)

添加到收藏夹

Review Chemistry, Organic

Indole synthesis: a review and proposed classification

Douglass F. Taber et al.

TETRAHEDRON (2011)

添加到收藏夹

Article Chemistry, Multidisciplinary

Enantioselective ProPhenol-Catalyzed Addition of 1,3-Diynes to Aldehydes to Generate Synthetically Versatile Building Blocks and Diyne Natural Products

Barry M. Trost et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2010)

添加到收藏夹

Review Chemistry, Multidisciplinary

Transition metal-catalyzed C-H activation reactions: diastereoselectivity and enantioselectivity

Ramesh Giri et al.

CHEMICAL SOCIETY REVIEWS (2009)

添加到收藏夹

Review Chemistry, Multidisciplinary

Practical methodologies for the synthesis of indoles

Guy R. Humphrey et al.

CHEMICAL REVIEWS (2006)

添加到收藏夹

Article Chemistry, Organic

Ruthenium-catalyzed diyne hydrative cyclization: Synthesis of substituted 1,3-diene synthons

BM Trost et al.

ORGANIC LETTERS (2005)

添加到收藏夹

Article Multidisciplinary Sciences

A small molecule Smac mimic potentiates TRAIL- and TNFα-mediated cell death

L Li et al.

SCIENCE (2004)

添加到收藏夹

© Peeref 2019-2024. All rights reserved.