☆ 4.7 Article

Palladium-Catalyzed Direct C(sp(2))-H Cyanomethylation of Arylamides using Chloroacetonitrile

JOURNAL OF ORGANIC CHEMISTRY (2023)

Related references

Note: Only part of the references are listed.

Review Chemistry, Physical

Weak-Coordination in C-H Bond Functionalizations Catalyzed by 3d Metals

Rajib Mandal et al.

Summary: Transition-metal-catalyzed C-H bond functionalizations have had a significant impact on organic synthesis. The use of low-abundance 4d and 5d metals is in high demand, but it is important to explore methods based on more readily available 3d metals. Weakly coordinating directing groups allow for selective activation of C-H bonds without the need for strongly coordinating directing groups.

ACS CATALYSIS (2022)

Add to Collection

Article Chemistry, Multidisciplinary

Diastereoselective palladium-catalyzed C(sp3)-H cyanomethylation of amino acid and carboxylic acid derivatives

Sumit Garai et al.

Summary: In this study, an efficient protocol for the synthesis of important compounds using an inexpensive chloroacetonitrile in Pd-catalyzed reactions is reported. The protocol demonstrates excellent diastereoselectivity and is applicable to a wide range of amino acid derivatives.

CHEMICAL COMMUNICATIONS (2022)

Add to Collection

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)

Add to Collection

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)

Add to Collection

Article Chemistry, Physical

Direct Arylation of Simple Arenes with Aryl Bromides by Synergistic Silver and Palladium Catalysis

Adrian Tlahuext-Aca et al.

Summary: A new method for the direct catalytic arylation of simple arenes using aryl bromides is described. The method does not rely on directing groups and instead utilizes a synergistic catalytic cycle involving phosphine-ligated silver complexes and palladium catalysts. Mechanistic experiments indicate that cleavage of the C-H bond by silver is the rate-determining step in the catalytic cycle.

ACS CATALYSIS (2021)

Add to Collection

Article Chemistry, Multidisciplinary

Z-Selective Pd-catalyzed 2,2,2-trifluoroethylation of acrylamides at room temperature

Louise Ruyet et al.

Summary: A method for the straightforward 2,2,2-trifluoroethylation of acrylamides via Pd-catalyzed C-H bond activation using a fluorinated hypervalent iodine reagent as a coupling partner has been reported. This additive-free approach allows for the stereoselective synthesis of Z-2,2,2-trifluoroethylated acrylamides under mild reaction conditions, showcasing good functional group tolerance and providing mechanistic insights into the transformation.

CHEMICAL COMMUNICATIONS (2021)

Add to Collection

Review Chemistry, Organic

Nitriles as radical acceptors in radical cascade reactions

Kai Sun et al.

Summary: The cyano group as a radical acceptor in cascade reactions offers diverse opportunities for the convenient construction of various important heterocycles and carbocycles, leading to the rapid buildup of molecular complexity. This review focuses on summarizing the dynamic field of radical cascade processes using the cyano group as a radical acceptor, which has not been well documented so far.

ORGANIC CHEMISTRY FRONTIERS (2021)

Add to Collection

Review Chemistry, Multidisciplinary

Bidentate Directing Groups: An Efficient Tool in C-H Bond Functionalization Chemistry for the Expedient Construction of C-C Bonds

Supriya Rej et al.

CHEMICAL REVIEWS (2020)

Add to Collection

Review Chemistry, Multidisciplinary

Recent advances and prospects in the palladium-catalyzed cyanation of aryl halides

Mohan Neetha et al.

RSC ADVANCES (2020)

Add to Collection

Article Chemistry, Organic

Nitrate promoted mild and versatile Pd-catalysed C(sp2)-H oxidation with carboxylic acids

Xue Xiong et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2020)

Add to Collection

Article Chemistry, Multidisciplinary

Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation

L. Reginald Mills et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Add to Collection

Article Chemistry, Multidisciplinary

The Pd-catalyzed C-H alkylation of ortho-methyl-substituted aromatic amides with maleimide occurs preferentially at the ortho-methyl C-H bond over the ortho-C-H bond

Qiyuan He et al.

CHEMICAL COMMUNICATIONS (2019)

Add to Collection

Article Chemistry, Inorganic & Nuclear

Multiple roles of silver salts in palladium-catalyzed C-H activations

Katherine L. Bay et al.

JOURNAL OF ORGANOMETALLIC CHEMISTRY (2018)

Add to Collection

Article Chemistry, Multidisciplinary

C(alkenyl)-H Activation via Six-Membered Palladacycles: Catalytic 1,3-Diene Synthesis

Mingyu Liu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Add to Collection

Review Chemistry, Multidisciplinary

Palladium-Catalyzed Transformations of Alkyl C-H Bonds

Jian He et al.

CHEMICAL REVIEWS (2017)

Add to Collection

Article Chemistry, Inorganic & Nuclear

Role of Silver Salts in Palladium-Catalyzed Arene and Heteroarene C-H Functionalization Reactions

Monica D. Lotz et al.

ORGANOMETALLICS (2017)

Add to Collection

Article Chemistry, Organic

Cross-Dehydrogenative Coupling of Heterocyclic Scaffolds with Unfunctionalized Aroyl Surrogates by Palladium(II) Catalyzed C(sp2)-H Aroylation through Organocatalytic Dioxygen Activation

Bhavin V. Pipaliya et al.

JOURNAL OF ORGANIC CHEMISTRY (2017)

Add to Collection

Article Chemistry, Physical

Palladium-Catalyzed Enantioselective C(sp2)-H lmidoylation by Desymmetrization

Jian Wang et al.

ACS CATALYSIS (2017)

Add to Collection

Review Chemistry, Applied

Recent Advances in the Synthesis of Aryl Nitrile Compounds

Guobing Yan et al.

ADVANCED SYNTHESIS & CATALYSIS (2017)

Add to Collection

Article Chemistry, Applied

Palladium-Catalyzed C-H Functionalization of Ferrocene-carboxylic Acid by using 8-Aminoquinoline as a Removable Directing Group

Moh. Sattar et al.

ADVANCED SYNTHESIS & CATALYSIS (2016)

Add to Collection

Article Chemistry, Organic

Synthesis of ortho-arylated/benzylated arylacetamide derivatives: Pd(OAc)2-catalyzed bidentate ligand-aided arylation and benzylation of the γ-C-H bond of arylacetamides

Narendra Bisht et al.

TETRAHEDRON (2016)

Add to Collection

Article Chemistry, Physical

Palladium-Catalyzed Cascade sp2 C-H Bond Functionalizations Allowing One-Pot Access to 4-Aryl-1,2,3,4-tetrahydroquinolines from N-Allyl-N-arylsulfonamides

Kedong Yuan et al.

ACS CATALYSIS (2016)

Add to Collection

Review Chemistry, Physical

Advances in C-CN Bond Formation via C-H Bond Activation

Yuanyuan Ping et al.

ACS CATALYSIS (2016)

Add to Collection

Article Chemistry, Multidisciplinary

Pd-Catalyzed Monoselective ortho-C-H Alkylation of N-Quinolyl Benzamides: Evidence for Stereoretentive Coupling of Secondary Alkyl Iodides

Shu-Yu Zhang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

Add to Collection

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)

Add to Collection

Article Chemistry, Organic

Scope and Limitations of Auxiliary-Assisted, Palladium-Catalyzed Arylation and Alkylation of sp2 and sp3 C-H Bonds

Enrico T. Nadres et al.

JOURNAL OF ORGANIC CHEMISTRY (2013)

Add to Collection

Article Chemistry, Multidisciplinary

Palladium-Catalyzed Picolinamide-Directed Alkylation of Unactivated C(sp3)-H Bonds with Alkyl Iodides

Shu-Yu Zhang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2013)

Add to Collection

Article Chemistry, Organic

Palladium(II)-Catalyzed Direct Alkoxylation of Arenes: Evidence for Solvent-Assisted Concerted Metalation Deprotonation

Megha Anand et al.

ORGANIC LETTERS (2011)

Add to Collection

Article Chemistry, Medicinal

Nitrile-Containing Pharmaceuticals: Efficacious Roles of the Nitrile Pharmacophore

Fraser F. Fleming et al.

JOURNAL OF MEDICINAL CHEMISTRY (2010)

Add to Collection

Article Chemistry, Multidisciplinary

Highly regloselective arylation of Sp3 C-H bonds catalyzed by palladium acetate

VG Zaitsev et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2005)

Add to Collection

Article Chemistry, Applied

An efficient and improved method for the preparation of nitrites from primary amides and aldoximes

AV Narsaiah et al.

ADVANCED SYNTHESIS & CATALYSIS (2004)

Add to Collection

Review Chemistry, Multidisciplinary

Designer magnets containing cyanides and nitriles

JS Miller et al.

ACCOUNTS OF CHEMICAL RESEARCH (2001)

Add to Collection

© Peeref 2019-2024. All rights reserved.