Literature DB >> 27399619

Transition-Metal-Free Decarboxylative Photoredox Coupling of Carboxylic Acids and Alcohols with Aromatic Nitriles.

Benjamin Lipp1, Alexander M Nauth1, Till Opatz1.   

Abstract

A transition-metal-free protocol for the redox-neutral light-induced decarboxylative coupling of carboxylic acids with (hetero)aromatic nitriles at ambient temperature is presented. A broad scope of acids and nitriles is accepted, and alcohols can be coupled in a similar fashion through their oxalate half esters. Various inexpensive sources of UV light and even sunlight can be used to achieve this C-C bond formation proceeding through a free radical mechanism.

Entities:  

Year:  2016        PMID: 27399619     DOI: 10.1021/acs.joc.6b01215

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Metal-free deoxygenative coupling of alcohol-derived benzoates and pyridines for small molecules and DNA-encoded libraries synthesis.

Authors:  Sai Rohini Narayanan Kolusu; Manuel Nappi
Journal:  Chem Sci       Date:  2022-05-10       Impact factor: 9.969

2.  Photoredox-catalyzed branch-selective pyridylation of alkenes for the expedient synthesis of Triprolidine.

Authors:  Shengqing Zhu; Jian Qin; Fang Wang; Huan Li; Lingling Chu
Journal:  Nat Commun       Date:  2019-02-14       Impact factor: 14.919

3.  Light-Mediated Formal Radical Deoxyfluorination of Tertiary Alcohols through Selective Single-Electron Oxidation with TEDA2+.

Authors:  Francisco José Aguilar Troyano; Frederic Ballaschk; Marcel Jaschinski; Yasemin Özkaya; Adrián Gómez-Suárez
Journal:  Chemistry       Date:  2019-10-18       Impact factor: 5.236

4.  Palladium-catalyzed asymmetric allylic 4-pyridinylation via electroreductive substitution reaction.

Authors:  Weijie Ding; Mengfan Li; Jinkun Fan; Xu Cheng
Journal:  Nat Commun       Date:  2022-09-26       Impact factor: 17.694

Review 5.  Solar Photochemistry in Flow.

Authors:  Dario Cambié; Timothy Noël
Journal:  Top Curr Chem (Cham)       Date:  2018-11-19
  5 in total

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