Issue 3, 2019

Iron-catalyzed reductive cyclization reaction of 1,6-enynes for the synthesis of 3-acylbenzofurans and thiophenes

Abstract

A facile synthesis of 3-acylbenzofurans and thiophenes via iron(II)-catalyzed reductive cyclization of 1,6-enynes has been developed. A sequence involving hydrogen atom transfer (HAT)/cyclization and oxygen insertion has been proposed and confirmed by isotope experiments. This benign strategy provides a viable synthetic approach to valuable carbonylated heteroaromatic compounds using ethanol as the solvent and dioxygen as the oxidant.

Graphical abstract: Iron-catalyzed reductive cyclization reaction of 1,6-enynes for the synthesis of 3-acylbenzofurans and thiophenes

Supplementary files

Article information

Article type
Research Article
Submitted
03 Nov 2018
Accepted
14 Dec 2018
First published
14 Dec 2018

Org. Chem. Front., 2019,6, 342-346

Iron-catalyzed reductive cyclization reaction of 1,6-enynes for the synthesis of 3-acylbenzofurans and thiophenes

X. Xia, W. He, G. Zhang and D. Wang, Org. Chem. Front., 2019, 6, 342 DOI: 10.1039/C8QO01190G

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