Synthesis of carbonylated heteroaromatic compounds via visible-light-driven intramolecular decarboxylative cyclization of o-alkynylated carboxylic acids

Fei Gao; Jiu-Tao Wang; Lin-Lin Liu; Na Ma; Chao Yang; Yuan Gao; Wujiong Xia

doi:10.1039/c7cc04813k

Synthesis of carbonylated heteroaromatic compounds via visible-light-driven intramolecular decarboxylative cyclization of o-alkynylated carboxylic acids

Chem Commun (Camb). 2017 Jul 27;53(61):8533-8536. doi: 10.1039/c7cc04813k.

Authors

Fei Gao¹, Jiu-Tao Wang¹, Lin-Lin Liu¹, Na Ma¹, Chao Yang¹, Yuan Gao², Wujiong Xia¹

Affiliations

¹ State Key Lab of Urban Water Resource and Environment, Harbin Institute of Technology (Shenzhen), Shenzhen, 518055, China. xiawj@hit.edu.cn.
² School of Chemistry and Chemical Engineering, Yantai University, #30 Qingquan RD, Laishan District, Yantai, 264005, China.

PMID: 28703826
DOI: 10.1039/c7cc04813k

Abstract

An efficient strategy for the easy access to carbonylated heteroaromatic compounds has been developed via a visible-light-promoted intramolecular decarboxylative cyclization reaction of o-alkynylated carboxylic acids. This method is characterized by its benign conditions and the tolerance to a wide range of functionalities.

MeSH terms

Alkynes / chemistry*
Alkynes / radiation effects
Benzofurans / chemical synthesis*
Carboxylic Acids / chemistry*
Carboxylic Acids / radiation effects
Chemistry Techniques, Synthetic / methods
Cyclization / radiation effects
Indoles / chemical synthesis*
Light
Models, Chemical
Oxidation-Reduction
Thiophenes / chemical synthesis*

Substances

Alkynes
Benzofurans
Carboxylic Acids
Indoles
Thiophenes