Literature DB >> 30311719

Rhodium-Catalyzed C(sp2 )- or C(sp3 )-H Bond Functionalization Assisted by Removable Directing Groups.

Supriya Rej1, Naoto Chatani1.   

Abstract

In recent years, transition-metal-catalyzed C-H activation has become a key strategy in the field of organic synthesis. Rhodium complexes are widely used as catalysts in a variety of C-H functionalization reactions because of their high reactivity and selectivity. The availability of a number of rhodium complexes in various oxidation states enables diverse reaction patterns to be obtained. Regioselectivity, an important issue in C-H activation chemistry, can be accomplished by using a directing group to assist the reaction. However, to obtain the target functionalized compounds, it is also necessary to use a directing group that can be easily removed. A wide range of directed C-H functionalization reactions catalyzed by rhodium complexes have been reported to date. In this Review, we discuss Rh-catalyzed C-H functionalization reactions that are aided by the use of a removable directing group such as phenol, amine, aldehyde, ketones, ester, acid, sulfonic acid, and N-heteroaromatic derivatives.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; catalysis; removable directing groups; rhodium

Year:  2019        PMID: 30311719     DOI: 10.1002/anie.201808159

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  8 in total

Review 1.  Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)-H Bonds.

Authors:  Bin Liu; Andrew M Romine; Camille Z Rubel; Keary M Engle; Bing-Feng Shi
Journal:  Chem Rev       Date:  2021-10-29       Impact factor: 60.622

2.  1-Aminopyridinium Ylides as Monodentate Directing Groups for sp3 C-H Bond Functionalization.

Authors:  Ky Khac Anh Le; Hanh Nguyen; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2019-09-06       Impact factor: 15.419

3.  Synthesis of 1H-Indazoles via Silver(I)-Mediated Intramolecular Oxidative C-H Bond Amination.

Authors:  Areum Park; Kyu-Sung Jeong; Hyuk Lee; Hyunwoo Kim
Journal:  ACS Omega       Date:  2021-02-23

4.  Merging Directed C-H Activations with High-Throughput Experimentation: Development of Iridium-Catalyzed C-H Aminations Applicable to Late-Stage Functionalization.

Authors:  Erik Weis; Maria Johansson; Pernilla Korsgren; Belén Martín-Matute; Magnus J Johansson
Journal:  JACS Au       Date:  2022-04-13

5.  Divergent rhodium-catalyzed electrochemical vinylic C-H annulation of acrylamides with alkynes.

Authors:  Yi-Kang Xing; Xin-Ran Chen; Qi-Liang Yang; Shuo-Qing Zhang; Hai-Ming Guo; Xin Hong; Tian-Sheng Mei
Journal:  Nat Commun       Date:  2021-02-10       Impact factor: 14.919

6.  Azolium Control of the Osmium-Promoted Aromatic C-H Bond Activation in 1,3-Disubstituted Substrates.

Authors:  Lara Cancela; Miguel A Esteruelas; Montserrat Oliván; Enrique Oñate
Journal:  Organometallics       Date:  2021-11-18       Impact factor: 3.876

7.  Rh(ii)-catalyzed branch-selective C-H alkylation of aryl sulfonamides with vinylsilanes.

Authors:  Supriya Rej; Naoto Chatani
Journal:  Chem Sci       Date:  2019-11-11       Impact factor: 9.825

Review 8.  Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C-H Bonds Elaboration.

Authors:  Luca Capaldo; Davide Ravelli; Maurizio Fagnoni
Journal:  Chem Rev       Date:  2021-08-06       Impact factor: 60.622

  8 in total

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