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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

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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

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Publication details

The article was received on 09 May 2017, accepted on 28 Jun 2017 and first published on 29 Jun 2017


Article type: Research Article
DOI: 10.1039/C7QO00366H
Citation: Org. Chem. Front., 2017, Advance Article
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    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, Advance Article , DOI: 10.1039/C7QO00366H

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