Literature DB >> 27673596

Nonclassical Routes for Amide Bond Formation.

Renata Marcia de Figueiredo1, Jean-Simon Suppo1, Jean-Marc Campagne1.   

Abstract

The present review offers an overview of nonclassical (e.g., with no pre- or in situ activation of a carboxylic acid partner) approaches for the construction of amide bonds. The review aims to comprehensively discuss relevant work, which was mainly done in the field in the last 20 years. Organization of the data follows a subdivision according to substrate classes: catalytic direct formation of amides from carboxylic and amines ( section 2 ); the use of carboxylic acid surrogates ( section 3 ); and the use of amine surrogates ( section 4 ). The ligation strategies (NCL, Staudinger, KAHA, KATs, etc.) that could involve both carboxylic acid and amine surrogates are treated separately in section 5 .

Entities:  

Year:  2016        PMID: 27673596     DOI: 10.1021/acs.chemrev.6b00237

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


  49 in total

1.  Oxidative Amide Coupling from Functionally Diverse Alcohols and Amines Using Aerobic Copper/Nitroxyl Catalysis.

Authors:  Paige E Piszel; Aristidis Vasilopoulos; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-24       Impact factor: 15.336

Review 2.  Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.

Authors:  Shikha Kumari; Angelica V Carmona; Amit K Tiwari; Paul C Trippier
Journal:  J Med Chem       Date:  2020-08-04       Impact factor: 7.446

3.  Thio acid-mediated conversion of azides to amides - exploratory studies en route to oroidin alkaloids.

Authors:  Apsara K Herath; Manoj R Bhandari; Delphine Gout; Muhammed Yousufuddin; Carl J Lovely
Journal:  Tetrahedron Lett       Date:  2017-08-24       Impact factor: 2.415

4.  Chemoselective Transamidation of Thioamides by Transition-Metal-Free N-C(S) Transacylation.

Authors:  Guangchen Li; Yangyang Xing; Hui Zhao; Jin Zhang; Xin Hong; Michal Szostak
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-23       Impact factor: 15.336

Review 5.  Acyclic Twisted Amides.

Authors:  Guangrong Meng; Jin Zhang; Michal Szostak
Journal:  Chem Rev       Date:  2021-08-18       Impact factor: 72.087

6.  Nickel/Photoredox-Catalyzed Amidation via Alkylsilicates and Isocyanates.

Authors:  Shuai Zheng; David N Primer; Gary A Molander
Journal:  ACS Catal       Date:  2017-10-25       Impact factor: 13.084

Review 7.  Enhancing native chemical ligation for challenging chemical protein syntheses.

Authors:  Riley J Giesler; Patrick W Erickson; Michael S Kay
Journal:  Curr Opin Chem Biol       Date:  2020-07-31       Impact factor: 8.822

8.  Cu-Catalyzed Arylation of Bromo-Difluoro-Acetamides by Aryl Boronic Acids, Aryl Trialkoxysilanes and Dimethyl-Aryl-Sulfonium Salts: New Entries to Aromatic Amides.

Authors:  Satenik Mkrtchyan; Michał Jakubczyk; Suneel Lanka; Michael Pittelkow; Viktor O Iaroshenko
Journal:  Molecules       Date:  2021-05-16       Impact factor: 4.411

9.  Efficient cleavage of tertiary amide bonds via radical-polar crossover using a copper(ii) bromide/Selectfluor hybrid system.

Authors:  Zhe Wang; Akira Matsumoto; Keiji Maruoka
Journal:  Chem Sci       Date:  2020-10-14       Impact factor: 9.825

10.  Discrimination of enantiomers of amides with two stereogenic centers enabled by chiral bisthiourea derivatives using 1H NMR spectroscopy.

Authors:  Hanchang Zhang; Hongmei Zhao; Jie Wen; Zhanbin Zhang; Pericles Stavropoulos; Yanlin Li; Lin Ai; Jiaxin Zhang
Journal:  Org Biomol Chem       Date:  2021-08-05       Impact factor: 3.890

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