Transformation of 3-(Furan-2-yl)-1,3-di(het)arylpropan-1-ones to Prop-2-en-1-ones Via Oxidative Furan Dearomatization/2-Ene-1,4,7-triones Cyclization

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2021 May 5

PMID 33946475

Citations 1

Authors

Roman O Shcherbakov

Diana A Eshmemeteva

Anton A Merkushev

Igor V Trushkov

Maxim G Uchuskin

Affiliations

Soon will be listed here.

Abstract

The approach to 3-(furan-2-yl)-1,3-di(het)arylprop-2-en-1-ones based on the oxidative dearomatization of 3-(furan-2-yl)-1,3-di(het)arylpropan-1-ones followed by an unusual cyclization of the formed di(het)aryl-substituted 2-ene-1,4,7-triones has been developed. The cyclization step is related to the Paal-Knorr synthesis, but the furan ring formation is accompanied in this case by a formal shift of the double bond through the formation of a fully conjugated 4,7-hydroxy-2,4,6-trien-1-one system or its surrogate.

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PMID: 37788144 PMC: 10591763. DOI: 10.1021/acs.orglett.3c03100.

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