Literature DB >> 24752820

Triphenylphosphine-catalysed amide bond formation between carboxylic acids and amines.

Danny C Lenstra1, Floris P J T Rutjes, Jasmin Mecinović.   

Abstract

Unactivated carboxylic acids and amines undergo organocatalytic Ph3P/CCl4-mediated amide bond formation by employing in situ reduction of triphenylphosphine oxide to triphenylphosphine in the presence of diethoxymethylsilane and bis(4-nitrophenyl)phosphate.

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Year:  2014        PMID: 24752820     DOI: 10.1039/c4cc01861c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  16 in total

Review 1.  Phosphine Organocatalysis.

Authors:  Hongchao Guo; Yi Chiao Fan; Zhanhu Sun; Yang Wu; Ohyun Kwon
Journal:  Chem Rev       Date:  2018-09-27       Impact factor: 60.622

2.  Chemoselective Reduction of Phosphine Oxides by 1,3-Diphenyl-Disiloxane.

Authors:  Joseph A Buonomo; Carter G Eiden; Courtney C Aldrich
Journal:  Chemistry       Date:  2017-09-18       Impact factor: 5.236

3.  P(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate.

Authors:  Gen Li; Ziyang Qin; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2020-09-11       Impact factor: 15.419

4.  A Biphilic Phosphetane Catalyzes N-N Bond-Forming Cadogan Heterocyclization via PIII/PV═O Redox Cycling.

Authors:  Trevor V Nykaza; Tyler S Harrison; Avipsa Ghosh; Rachel A Putnik; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2017-05-10       Impact factor: 15.419

5.  Organophosphorus-Catalyzed Deoxygenation of Sulfonyl Chlorides: Electrophilic (Fluoroalkyl)sulfenylation by PIII /PV =O Redox Cycling.

Authors:  Avipsa Ghosh; Morgan Lecomte; Shin-Ho Kim-Lee; Alexander T Radosevich
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-25       Impact factor: 15.336

6.  Main Group Redox Catalysis of Organopnictogens: Vertical Periodic Trends and Emerging Opportunities in Group 15.

Authors:  Jeffrey M Lipshultz; Gen Li; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2021-01-19       Impact factor: 15.419

Review 7.  Phosphorus-Based Catalysis.

Authors:  Changmin Xie; Andrew J Smaligo; Xian-Rong Song; Ohyun Kwon
Journal:  ACS Cent Sci       Date:  2021-03-16       Impact factor: 14.553

8.  Uniting Amide Synthesis and Activation by PIII/PV-Catalyzed Serial Condensation: Three-Component Assembly of 2-Amidopyridines.

Authors:  Jeffrey M Lipshultz; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2021-09-03       Impact factor: 16.383

9.  Facile Amidation of Non-Protected Hydroxycinnamic Acids for the Synthesis of Natural Phenol Amides.

Authors:  Annemiek van Zadelhoff; Jean-Paul Vincken; Wouter J C de Bruijn
Journal:  Molecules       Date:  2022-03-28       Impact factor: 4.411

10.  A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride.

Authors:  Mingzhu Jia; Lixue Jiang; Fanfan Niu; Yu Zhang; Xiaoling Sun
Journal:  R Soc Open Sci       Date:  2018-02-21       Impact factor: 2.963

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