Synthesis 2020; 52(16): 2277-2298
DOI: 10.1055/s-0040-1707600
review
© Georg Thieme Verlag Stuttgart · New York

Recent Advances in Decarboxylative Reactions of Alkynoic Acids

Muhammad Aliyu Idris
,
Sunwoo Lee
Department of Chemistry, Chonnam National University, 77 Yongbongro, Gwangju, 61186, Republic of Korea   Email: sunwoo@chonnam.ac.kr
› Author Affiliations
This research was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (NRF-2017R1A2B2002929).
Further Information

Publication History

Received: 21 January 2020

Accepted after revision: 09 March 2020

Publication Date:
06 April 2020 (online)


Dedicated to Prof. Dr. Kye Chun Nam on the occasion of his 65th birthday.

Abstract

Alkynoic acids have been widely employed as alkyne and alkene sources in decarboxylative reactions. Alkynoic acid coupling leads to the formation of direct coupling products and cyclized products through sequential reactions. Moreover, homocoupling and multicomponent reactions have been developed. The decarboxylative addition of alkynoic acids generates the corresponding alkene products. A number of synthetic methods are utilized for the preparation of arylpropynoic acids including the Sonogashira coupling and the carboxylation of terminal alkynes. Recently, the use of decarboxylative halogenations has also been reported. This review covers decarboxylative reactions of alkynoic acids reported between 2013 and 2019; further, it is divided into several sections according to the type of reaction.

1 Introduction

2 Direct Coupling

3 Sequential Reactions

4 Homocoupling

5 Multicomponent Reactions

6 Addition

7 Halogenations

8 Synthesis of Alkynoic Acids

9 Conclusion