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Catalyst-free Diazo Cross-coupling to Access Useful 3(2)-furanone Derivatives

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Specialty Chemistry
Date 2023 Jan 9
PMID 36622255
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Abstract

Catalyst-free synthesis of 3(2)-furanone derivatives has been achieved from metal-free cross-coupling of α-diazo ester and α-aryldiazo ketones. This reaction sequence comprises a prior Wolff rearrangement of α-aryldiazo ketones to 2-arylketenes, which are trapped with α-diazo esters to form cyclopropanones before undergoing oxa-Nazarov cyclization.

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PMID: 39970270 PMC: 11877532. DOI: 10.1021/acs.orglett.5c00068.