Literature DB >> 28697604

Palladium-Catalyzed Transformations of Alkyl C-H Bonds.

Jian He1, Masayuki Wasa1, Kelvin S L Chan1, Qian Shao1, Jin-Quan Yu1.   

Abstract

This Review summarizes the advancements in Pd-catalyzed C(sp3)-H activation via various redox manifolds, including Pd(0)/Pd(II), Pd(II)/Pd(IV), and Pd(II)/Pd(0). While few examples have been reported in the activation of alkane C-H bonds, many C(sp3)-H activation/C-C and C-heteroatom bond forming reactions have been developed by the use of directing group strategies to control regioselectivity and build structural patterns for synthetic chemistry. A number of mono- and bidentate ligands have also proven to be effective for accelerating C(sp3)-H activation directed by weakly coordinating auxiliaries, which provides great opportunities to control reactivity and selectivity (including enantioselectivity) in Pd-catalyzed C-H functionalization reactions.

Entities:  

Year:  2016        PMID: 28697604      PMCID: PMC5516964          DOI: 10.1021/acs.chemrev.6b00622

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  182 in total

1.  Transition metal-catalyzed activation of aliphatic C-x bonds in carbon-carbon bond formation.

Authors:  T Y Luh; M K Leung Mk; K T Wong
Journal:  Chem Rev       Date:  2000-08-09       Impact factor: 60.622

2.  Activation of Cminus signH Bonds by Metal Complexes.

Authors:  Alexander E. Shilov; Georgiy B. Shul'pin
Journal:  Chem Rev       Date:  1997-12-18       Impact factor: 60.622

3.  Ru-, Rh-, and Pd-catalyzed C-C bond formation involving C-H activation and addition on unsaturated substrates: reactions and mechanistic aspects.

Authors:  Vincent Ritleng; Claude Sirlin; Michel Pfeffer
Journal:  Chem Rev       Date:  2002-05       Impact factor: 60.622

4.  Synthesis of beta-Boswellic acid analogues with a carboxyl group at C-17 isolated from the bark of Schefflera octophylla.

Authors:  L Bore; T Honda; G W Gribble
Journal:  J Org Chem       Date:  2000-09-22       Impact factor: 4.354

5.  C-C bond formation via C-H bond activation: synthesis of the core of teleocidin B4.

Authors:  Brian D Dangel; Kamil Godula; So Won Youn; Bengü Sezen; Dalibor Sames
Journal:  J Am Chem Soc       Date:  2002-10-09       Impact factor: 15.419

6.  Remarkably selective iridium catalysts for the elaboration of aromatic C-H bonds.

Authors:  Jian-Yang Cho; Man Kin Tse; Daniel Holmes; Robert E Maleczka; Milton R Smith
Journal:  Science       Date:  2001-11-22       Impact factor: 47.728

7.  Mild iridium-catalyzed borylation of arenes. High turnover numbers, room temperature reactions, and isolation of a potential intermediate.

Authors:  Tatsuo Ishiyama; Jun Takagi; Kousaku Ishida; Norio Miyaura; Natia R Anastasi; John F Hartwig
Journal:  J Am Chem Soc       Date:  2002-01-23       Impact factor: 15.419

Review 8.  Understanding and exploiting C-H bond activation.

Authors:  Jay A Labinger; John E Bercaw
Journal:  Nature       Date:  2002-05-30       Impact factor: 49.962

9.  Catalytic functionalization of arenes and alkanes via C-H bond activation.

Authors:  C Jia; T Kitamura; Y Fujiwara
Journal:  Acc Chem Res       Date:  2001-08       Impact factor: 22.384

10.  Thermal, catalytic, regiospecific functionalization of alkanes

Authors: 
Journal:  Science       Date:  2000-03-17       Impact factor: 47.728

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  164 in total

1.  Silicon-Tethered Strategies for C-H Functionalization Reactions.

Authors:  Marvin Parasram; Vladimir Gevorgyan
Journal:  Acc Chem Res       Date:  2017-08-03       Impact factor: 22.384

2.  Cobalt-Catalyzed Coupling of Benzoic Acid C-H Bonds with Alkynes, Styrenes, and 1,3-Dienes.

Authors:  Tung Thanh Nguyen; Liene Grigorjeva; Olafs Daugulis
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-10       Impact factor: 15.336

3.  Controllable, Sequential, and Stereoselective C-H Allylic Alkylation of Alkenes.

Authors:  Ling Qin; Mohammed Sharique; Uttam K Tambar
Journal:  J Am Chem Soc       Date:  2019-10-15       Impact factor: 15.419

4.  Modifying Positional Selectivity in C-H Functionalization Reactions with Nitrogen-Centered Radicals: Generalizable Approaches to 1,6-Hydrogen-Atom Transfer Processes.

Authors:  Melanie A Short; J Miles Blackburn; Jennifer L Roizen
Journal:  Synlett       Date:  2019-11-27       Impact factor: 2.454

5.  Enantioselective γ-C(sp3)-H Activation of Alkyl Amines via Pd(II)/Pd(0) Catalysis.

Authors:  Qian Shao; Qing-Feng Wu; Jian He; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2018-04-11       Impact factor: 15.419

6.  General, Mild, and Selective Method for Desaturation of Aliphatic Amines.

Authors:  Padon Chuentragool; Marvin Parasram; Yi Shi; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2018-02-07       Impact factor: 15.419

7.  Ligand-Enabled Alkynylation of C(sp3 )-H Bonds with Palladium(II) Catalysts.

Authors:  Haiyan Fu; Peng-Xiang Shen; Jian He; Fanglin Zhang; Suhua Li; Peng Wang; Tao Liu; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-12       Impact factor: 15.336

8.  Asymmetric Allylic C-H Alkylation via Palladium(II)/ cis-ArSOX Catalysis.

Authors:  Wei Liu; Siraj Z Ali; Stephen E Ammann; M Christina White
Journal:  J Am Chem Soc       Date:  2018-08-17       Impact factor: 15.419

9.  Allyl-Palladium-Catalyzed Ketone Dehydrogenation Enables Telescoping with Enone α,β-Vicinal Difunctionalization.

Authors:  Yifeng Chen; David Huang; Yizhou Zhao; Timothy R Newhouse
Journal:  Angew Chem Int Ed Engl       Date:  2017-06-13       Impact factor: 15.336

10.  Direct C-C Bond Formation from Alkanes Using Ni-Photoredox Catalysis.

Authors:  Laura K G Ackerman; Jesus I Martinez Alvarado; Abigail G Doyle
Journal:  J Am Chem Soc       Date:  2018-10-16       Impact factor: 15.419

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