Issue 10, 2017

Selective syntheses of diversely substituted 2-hydroxy-4′-hydroxybenzophenones through [4 + 2] or [3 + 3] annulation of penta-3,4-dien-2-ones with 3-formylchromones

Abstract

A selective synthesis of 2-hydroxy-4′-hydroxybenzophenones or their 3′-acylated counterparts through the cascade reactions of 3-formylchromones with diversely substituted penta-3,4-dien-2-ones is presented. Mechanistically, the formation of the title compounds involves either an unprecedented [4 + 2] annulation or a well defined [3 + 3] cyclization depending on the substitution patterns of the penta-3,4-dien-2-one substrates.

Graphical abstract: Selective syntheses of diversely substituted 2-hydroxy-4′-hydroxybenzophenones through [4 + 2] or [3 + 3] annulation of penta-3,4-dien-2-ones with 3-formylchromones

Supplementary files

Article information

Article type
Research Article
Submitted
09 May 2017
Accepted
28 Jun 2017
First published
29 Jun 2017

Org. Chem. Front., 2017,4, 1967-1971

Selective syntheses of diversely substituted 2-hydroxy-4′-hydroxybenzophenones through [4 + 2] or [3 + 3] annulation of penta-3,4-dien-2-ones with 3-formylchromones

X. Shi, Y. He, X. Zhang and X. Fan, Org. Chem. Front., 2017, 4, 1967 DOI: 10.1039/C7QO00366H

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