4.6 Article

Palladium-Catalyzed Regiodivergent C-H Olefination of Imidazo[1,2a]pyridine Carboxamide and Unactivated Alkenes

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。
Review Chemistry, Multidisciplinary

Pd-catalysed C-H functionalisation of free carboxylic acids

Suparna Dutta et al.

Summary: This review comprehensively describes the versatile roles of carboxylic acids in Pd-catalysed C-H activation reactions, highlighting their significance in the pharmaceutical and agrochemical industries. The review also discusses recent mechanistic perspectives and strategies, serving as educational resources for future research.

CHEMICAL SCIENCE (2022)

Review Chemistry, Applied

Transition-Metal-Catalyzed, Chelation-Assisted C-H Alkenylation and Allylation of Organic Molecules with Unactivated Alkenes

Ravichandran Logeswaran et al.

Summary: Olefins are important building blocks in synthetic organic chemistry and their functionalization has become a powerful method for constructing complex organic molecules. Despite some limitations, significant progress has been made in chelation-assisted C-H olefination reactions in recent years. This review describes the recent advances in these reactions, including the use of transition metals and base-assisted deprotonation pathways for the alkenylation and allylation of unactivated olefins.

ADVANCED SYNTHESIS & CATALYSIS (2022)

Article Chemistry, Multidisciplinary

Effective Tools for the Metal-catalyzed Regiodivergent Direct Arylations of (Hetero)arenes

Hai-Yun Huang et al.

Summary: Researchers are focused on developing different procedures for direct functionalization of two different C-H bonds of the same organic molecule, which is currently an important research topic in organic chemistry. Over the past decade, the number of tools to control regiodivergent C-H bond functionalizations has significantly increased.

CHEMICAL RECORD (2021)

Review Chemistry, Inorganic & Nuclear

Strategic evolution in transition metal-catalyzed directed C-H bond activation and future directions

Supriya Rej et al.

Summary: This review summarizes the strategic evolution of directed C-H bond activation chemistry and may stimulate interest in new research areas regarding this significant topic among scientists interested in progress made in the area of directed C-H bond functionalization.

COORDINATION CHEMISTRY REVIEWS (2021)

Review Chemistry, Multidisciplinary

Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)-H Bonds

Bin Liu et al.

Summary: Transition-metal-catalyzed, coordination-assisted C(sp(3))-H functionalization has revolutionized synthetic planning by providing increased access to strategic positions in organic molecules. Challenges like high temperatures, difficulty in removing directing groups, and limited metal options beyond palladium still remain. This review aims to cover literature since 2004, highlighting current state-of-the-art methods, limitations, and discussing synthetic applications and reaction mechanisms.

CHEMICAL REVIEWS (2021)

Article Chemistry, Multidisciplinary

Cp*Co(III)-Catalyzed Enantioselective Hydroarylation of Unactivated Terminal Alkenes via C-H Activation

Yan-Hua Liu et al.

Summary: The study reports a Cp*Co(III)-catalyzed asymmetric hydroarylation of unactivated aliphatic terminal alkenes assisted by tailor-made amino acid ligands. A novel noncovalent interaction was found critical for the chiral induction, resulting in high yields and excellent enantioselectivities of C2-alkylated indoles. DFT calculations revealed the reaction mechanism and origins of chiral induction in the stereodetermining alkene insertion step.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Article Chemistry, Medicinal

A knowledge-based, structural-aided discovery of a novel class of 2-phe-nylimidazo[1,2-a]pyridine-6-carboxamide H-PGDS inhibitors

Christie A. Schulte et al.

Summary: This study identified a distinct class of 2-phenylimidazo[1,2-a]pyridine-6-carboxamide H-PGDS inhibitors, with compound 20b showing novel, potent, and orally active properties. The research describes the synthesis and challenges of two classes of inhibitors.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2021)

Article Chemistry, Physical

Iridium(III)-Catalyzed Branch-Selective C-H Alkenylation of Aniline Derivatives with Alkenes

Shrikant M. Khake et al.

Summary: This study reports a branch-selective C-H alkenylation method using an iridium catalyst with alkenes, suitable for aniline derivatives containing a pyrimidine-directing group, offering a broad substrate scope and tolerating various functional groups. The origin of branch selectivity was investigated using density functional theory calculations.

ACS CATALYSIS (2021)

Review Chemistry, Multidisciplinary

2-(Pyridin-2-yl)isopropyl (PIP) Amine: An Enabling Directing Group for Divergent and Asymmetric Functionalization of Unactivated Methylene C(sp3)-H Bonds

Qi Zhang et al.

Summary: The research focuses on the application of directed group (DG) assistance to address reactivity and selectivity challenges in C(sp(3))-H activation, achieving significant progress with the development of strongly coordinating bidentate DG and weakly coordinating monodentate DG strategies. The use of a novel strongly coordinating bidentate 2-(pyridine-yl)isopropyl (PIP) amine DG enabled divergent functionalization of unactivated beta-methylene C(sp(3))-H bonds, facilitating a series of important reactions.

ACCOUNTS OF CHEMICAL RESEARCH (2021)

Article Chemistry, Multidisciplinary

Regio- and Stereoselective Functionalization Enabled by Bidentate Directing Groups

Jinwon Jeon et al.

Summary: This article highlights the elegant and versatile approach of chelation-assisted C-H bond and alkene functionalization using bidentate directing groups, which overcomes regiocontrol issues. The focus is on two categories of results: regioselective alkene functionalization and asymmetric C-H functionalization using chiral bidentate directing groups. Additionally, density functional theory studies are discussed to elucidate the origin of regio- and stereoselectivity induced by bidentate directing groups.

CHEMICAL RECORD (2021)

Review Chemistry, Multidisciplinary

Decoding Directing Groups and Their Pivotal Role in C-H Activation

Karunanidhi Murali et al.

Summary: C-H functionalization has made significant advancements in synthetic organic chemistry, offering promising prospects in drug development and molecular architecture. The employment of novel metal catalysts and metal-free organic ligands has enabled selective activation of C-H bonds, overcoming previous challenges faced by chemists.

CHEMISTRY-A EUROPEAN JOURNAL (2021)

Review Chemistry, Multidisciplinary

Transient directing ligands for selective metal-catalysed C-H activation

Nupur Goswami et al.

Summary: C-H activation, a transformation perfected by nature through evolution, is a means to expand chemical space by introducing diverse functionalities. The catalytic use of a small molecule as co-catalyst to generate transient directing groups for selective C-H bond cleavage has gained significant attention, providing an efficient route to complex organics.

NATURE REVIEWS CHEMISTRY (2021)

Review Chemistry, Multidisciplinary

Recent development in transition metal-catalysed C-H olefination

Wajid Ali et al.

Summary: Transition metal-catalyzed functionalizations of inert C-H bonds to construct C-C bonds are an ideal route for synthesizing valuable organic molecules. Fine tuning of directing groups, catalysts, and ligands plays a crucial role in selective C-H bond activation. Recent developments in this area have ensured a high level of regioselectivity in C-H olefination reactions.

CHEMICAL SCIENCE (2021)

Article Chemistry, Multidisciplinary

Catalytic Behavior of Mono-N-Protected Amino-Acid Ligands in Ligand-Accelerated C-H Activation by Palladium(II)

Chase A. Salazar et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

Enantioselective Synthesis of Atropisomeric Anilides via Pd(II)-Catalyzed Asymmetric C-H Olefination

Qi-Jun Yao et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Review Chemistry, Multidisciplinary

3d Transition Metals for C-H Activation

Parthasarathy Gandeepan et al.

CHEMICAL REVIEWS (2019)

Review Chemistry, Multidisciplinary

Metal-catalyzed regiodivergent organic reactions

Carmen Najera et al.

CHEMICAL SOCIETY REVIEWS (2019)

Article Chemistry, Multidisciplinary

Ligand-enabled ortho-C-H olefination of phenylacetic amides with unactivated alkenes

Ming-Zhu Lu et al.

CHEMICAL SCIENCE (2018)

Article Chemistry, Multidisciplinary

Iridium-Catalyzed alpha-Selective Arylation of Styrenes by Dual C-H Functionalization

Phillippa Cooper et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

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)

Review Chemistry, Multidisciplinary

Transition metal-catalyzed site- and regio-divergent C-H bond functionalization

Lucy Ping et al.

CHEMICAL SOCIETY REVIEWS (2017)

Review Chemistry, Multidisciplinary

Rhodium-Catalyzed meta-C-H Functionalization of Arenes

Milan Bera et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Article Multidisciplinary Sciences

Ligand-accelerated enantioselective methylene C(sp3)-H bond activation

Gang Chen et al.

SCIENCE (2016)

Review Chemistry, Organic

Palladium-Catalyzed Olefination of Aryl C-H Bonds by Using Directing Scaffolds

Sukdev Bag et al.

SYNTHESIS-STUTTGART (2016)

Review Chemistry, Multidisciplinary

Bidentate, Monoanionic Auxiliary-Directed Functionalization of Carbon-Hydrogen Bonds

Olafs Daugulis et al.

ACCOUNTS OF CHEMICAL RESEARCH (2015)

Review Chemistry, Physical

Intrinsic Reaction Coordinate: Calculation, Bifurcation, and Automated Search

Satoshi Maeda et al.

INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY (2015)

Review Chemistry, Applied

Carboxylate-Directed C-H Functionalization

Guangfa Shi et al.

ADVANCED SYNTHESIS & CATALYSIS (2014)

Article Chemistry, Multidisciplinary

Palladium-Catalyzed Aryl C-H Olefination with Unactivated, Aliphatic Alkenes

Arghya Deb et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

Role of N-Acyl Amino Acid Ligands in Pd(II)-Catalyzed Remote C-H Activation of Tethered Arenes

Gui-Juan Cheng et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

Ligand-Promoted Alkylation of C(sp3)-H and C(sp2)-H Bonds

Ru-Yi Zhu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

Ligand-Enabled γ-C-H Olefination and Carbonylation: Construction of β-Quaternary Carbon Centers

Suhua Li et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

Iridium-Catalyzed Oxidative Olefination of Furans with Unactivated Alkenes

Christo S. Sevov et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

Pd-Catalyzed Oxidative ortho-C-H Borylation of Arenes

Hui-Xiong Dai et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

Article Chemistry, Multidisciplinary

Effect of the Damping Function in Dispersion Corrected Density Functional Theory

Stefan Grimme et al.

JOURNAL OF COMPUTATIONAL CHEMISTRY (2011)

Article Chemistry, Multidisciplinary

Pd(II)-Catalyzed para-Selective C-H Arylation of Monosubstituted Arenes

Xisheng Wang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2011)

Article Chemistry, Multidisciplinary

Divergent C-H Functionalizations Directed by Sulfonamide Pharmacophores: Late-Stage Diversification as a Tool for Drug Discovery

Hui-Xiong Dai et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2011)

Review Chemistry, Multidisciplinary

Palladium-Catalyzed Ligand-Directed C-H Functionalization Reactions

Thomas W. Lyons et al.

CHEMICAL REVIEWS (2010)

Article Chemistry, Multidisciplinary

Pd(II)-Catalyzed Enantioselective C-H Olefination of Diphenylacetic Acids

Bing-Feng Shi et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2010)

Review Chemistry, Multidisciplinary

Palladium(II)-Catalyzed C-H Activation/C-C Cross-Coupling Reactions: Versatility and Practicality

Xiao Chen et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2009)

Article Chemistry, Multidisciplinary

Pd(0)/PR3-Catalyzed Intermolecular Arylation of Sp3 C-H Bonds

Masayuki Wasa et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2009)

Article Chemistry, Multidisciplinary

Pd-II-catalyzed enantioselective activation of C(sp(2))-H and C(sp(3))-H bonds using monoprotected amino acids as chiral ligands

Bing-Feng Shi et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2008)