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Gold(III)-catalyzed synthesis of 2,5-disubstituted furans from substituted 5-methoxyhex-3-yn-2-ols—Mechanistic outlook

Authors :
Sagarika Behera
Nabakumar Bera
Debayan Sarkar
Source :
Synthetic Communications. 51:3090-3098
Publication Year :
2021
Publisher :
Informa UK Limited, 2021.

Abstract

Gold(III)-catalyzed activation of alkynes has been applied for the synthesis of 2,5-disubstituted furans from substituted 5-methoxy-hex-3-yn-2-ols. Mechanistically, the reaction proceeds via an allenyl carbocation intermediate followed by 5-endo-dig cyclization. The high-yielding, open-air, room temperature reaction conditions applied to synthesize a series of alkyl, aryl, and hetero aryl-substituted furans provide uniqueness to the strategy.

Details

ISSN :
15322432 and 00397911
Volume :
51
Database :
OpenAIRE
Journal :
Synthetic Communications
Accession number :
edsair.doi.dedup.....4e2631992bec40db8260612bc6681393