Literature DB >> 21212879

Borate esters as convenient reagents for direct amidation of carboxylic acids and transamidation of primary amides.

Pavel Starkov1, Tom D Sheppard.   

Abstract

Simple borates serve as effective promoters for amide bond formation with a variety of carboxylic acids and amines. With trimethyl or tris(2,2,2-trifluoroethyl) borate, amides are obtained in good to excellent yield and high purity after a simple work-up procedure. Tris(2,2,2-trifluoroethyl) borate can also be used for the straightforward conversion of primary amides to secondary amides via transamidation.

Entities:  

Year:  2011        PMID: 21212879     DOI: 10.1039/c0ob01069c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  13 in total

1.  Catalyst free N-formylation of aromatic and aliphatic amines exploiting reductive formylation of CO2 using NaBH4.

Authors:  Arun Kumar; Pankaj Sharma; Nidhi Sharma; Yashwant Kumar; Dinesh Mahajan
Journal:  RSC Adv       Date:  2021-07-27       Impact factor: 4.036

2.  Borate esters: Simple catalysts for the sustainable synthesis of complex amides.

Authors:  Marco T Sabatini; Lee T Boulton; Tom D Sheppard
Journal:  Sci Adv       Date:  2017-09-22       Impact factor: 14.136

3.  Mechanistic insights into boron-catalysed direct amidation reactions.

Authors:  Sergey Arkhipenko; Marco T Sabatini; Andrei S Batsanov; Valerija Karaluka; Tom D Sheppard; Henry S Rzepa; Andrew Whiting
Journal:  Chem Sci       Date:  2018-01-02       Impact factor: 9.825

4.  Direct amidation of non-activated phenylacetic acid and benzylamine derivatives catalysed by NiCl2.

Authors:  Lidan Cheng; Xiaoping Ge; Longjiang Huang
Journal:  R Soc Open Sci       Date:  2018-02-21       Impact factor: 2.963

5.  Protecting-Group-Free Amidation of Amino Acids using Lewis Acid Catalysts.

Authors:  Marco T Sabatini; Valerija Karaluka; Rachel M Lanigan; Lee T Boulton; Matthew Badland; Tom D Sheppard
Journal:  Chemistry       Date:  2018-04-30       Impact factor: 5.236

Review 6.  Direct Transamidation Reactions: Mechanism and Recent Advances.

Authors:  Paola Acosta-Guzmán; Alejandra Mateus-Gómez; Diego Gamba-Sánchez
Journal:  Molecules       Date:  2018-09-18       Impact factor: 4.411

7.  Catalytic direct amidations in tert-butyl acetate using B(OCH2CF3)3.

Authors:  Charlotte E Coomber; Victor Laserna; Liam T Martin; Peter D Smith; Helen C Hailes; Michael J Porter; Tom D Sheppard
Journal:  Org Biomol Chem       Date:  2019-06-21       Impact factor: 3.876

Review 8.  Catalytic and non-catalytic amidation of carboxylic acid substrates.

Authors:  Keyvan Pedrood; Saeed Bahadorikhalili; Vahid Lotfi; Bagher Larijani; Mohammad Mahdavi
Journal:  Mol Divers       Date:  2021-06-13       Impact factor: 2.943

9.  Direct synthesis of amides from carboxylic acids and amines using B(OCH2CF3)3.

Authors:  Rachel M Lanigan; Pavel Starkov; Tom D Sheppard
Journal:  J Org Chem       Date:  2013-04-16       Impact factor: 4.354

10.  Molecular-oxygen-promoted Cu-catalyzed oxidative direct amidation of nonactivated carboxylic acids with azoles.

Authors:  Wen Ding; Shaoyu Mai; Qiuling Song
Journal:  Beilstein J Org Chem       Date:  2015-11-11       Impact factor: 2.883

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