Literature DB >> 27859719

Decarboxylation as the Key Step in C-C Bond-Forming Reactions.

Tuhin Patra1, Debabrata Maiti1.   

Abstract

C-C bond forming reactions incarnate the core of organic synthesis because of their fundamental applications to molecular diversity and complexity. In recent years, use of carboxylic acid as one of the coupling partners in place of conventional organometallic reagents has seen an upsurge due to its potency to generate similar organometallic intermediates after decarboxylation. This Review provides an overview on the most recent progress in the field of C-C bond formation involving decarboxylation as a key step. Different important developments, which are not included in earlier Reviews in this area, have been summarized with representative examples and discussions on their reaction mechanisms.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−C coupling; carboxylic acids; decarboxylation; synthetic methods

Year:  2017        PMID: 27859719     DOI: 10.1002/chem.201604496

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  23 in total

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Authors:  Rebecca J Wiles; Gary A Molander
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2.  Redox-Annulations of Cyclic Amines with ortho-Cyanomethylbenzaldehydes.

Authors:  Anirudra Paul; Hemant S Chandak; Longle Ma; Daniel Seidel
Journal:  Org Lett       Date:  2020-01-27       Impact factor: 6.005

3.  Photoinduced, Copper-Catalyzed Decarboxylative C-N Coupling to Generate Protected Amines: An Alternative to the Curtius Rearrangement.

Authors:  Wei Zhao; Ryan P Wurz; Jonas C Peters; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2017-08-25       Impact factor: 15.419

4.  Decarboxylative Annulation of α-Amino Acids with β-Ketoaldehydes.

Authors:  Anirudra Paul; N R Thimmegowda; Thiago Galani Cruz; Daniel Seidel
Journal:  Org Lett       Date:  2018-01-12       Impact factor: 6.005

5.  A Metallaphotoredox Strategy for the Cross-Electrophile Coupling of α-Chloro Carbonyls with Aryl Halides.

Authors:  Tiffany Q Chen; David W C MacMillan
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-05       Impact factor: 15.336

6.  Radical Retrosynthesis.

Authors:  Joel M Smith; Stephen J Harwood; Phil S Baran
Journal:  Acc Chem Res       Date:  2018-08-02       Impact factor: 22.384

7.  Redox-Annulations of Cyclic Amines with 2-(2-Oxoethyl)malonates.

Authors:  Zhengbo Zhu; Hemant S Chandak; Daniel Seidel
Journal:  Org Lett       Date:  2018-06-25       Impact factor: 6.005

8.  Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling.

Authors:  Chengwei Liu; Chong-Lei Ji; Tongliang Zhou; Xin Hong; Michal Szostak
Journal:  Angew Chem Int Ed Engl       Date:  2021-04-06       Impact factor: 15.336

9.  Diversification of Unprotected Alicyclic Amines by C-H Bond Functionalization: Decarboxylative Alkylation of Transient Imines.

Authors:  Anirudra Paul; Jae Hyun Kim; Scott D Daniel; Daniel Seidel
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-17       Impact factor: 15.336

10.  Total synthesis of biseokeaniamides A-C and late-stage electrochemically-enabled peptide analogue synthesis.

Authors:  Yutong Lin; Lara R Malins
Journal:  Chem Sci       Date:  2020-07-30       Impact factor: 9.825

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