Synthesis 2021; 53(01): 1-29
DOI: 10.1055/s-0040-1707273
review

Recent Progress in Radical Decarboxylative Functionalizations Enabled by Transition-Metal (Ni, Cu, Fe, Co or Cr) Catalysis

a  School of Pharmaceutical Sciences, Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Beijing Advanced Innovation Center for Structural Biology, Tsinghua University, Beijing 100084, P. R. of China   Email: [email protected]
,
Yahu A Liu
b  Discovery Chemistry, Genomics Institute of the Novartis Research Foundation, San Diego, CA 92121, USA   Email: [email protected]
,
a  School of Pharmaceutical Sciences, Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Beijing Advanced Innovation Center for Structural Biology, Tsinghua University, Beijing 100084, P. R. of China   Email: [email protected]
› Author Affiliations
This work was supported by the Collaborative Innovation Center for Diagnosis and Treatment of Infectious Disease, Tsinghua-Peking Centre for Life Science.


Abstract

Aliphatic carboxylic acids are abundant in natural and synthetic sources and are widely used as connection points in many chemical transformations. Radical decarboxylative functionalization promoted by transition-metal catalysis has achieved great success, enabling carboxylic acids to be easily transformed into a wide variety of products. Herein, we highlight the recent advances made on transition-metal (Ni, Cu, Fe, Co or Cr) catalyzed C–X (X = C, N, H, O, B, or Si) bond formation as well as syntheses of ketones, amino acids, alcohols, ethers and difluoromethyl derivatives via radical decarboxylation of carboxylic acids or their derivatives, including, among others, redox-active esters (RAEs), anhydrides, and diacyl peroxides.

1 Introduction

2 Ni-Catalyzed Decarboxylative Functionalizations

3 Cu-Catalyzed Decarboxylative Functionalizations

4 Fe-Catalyzed Decarboxylative Functionalizations

5 Co- and Cr-Catalyzed Decarboxylative Functionalizations

6 Conclusions



Publication History

Received: 24 June 2020

Accepted after revision: 04 August 2020

Publication Date:
01 October 2020 (online)

© 2020. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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