A facile metal-free one-flask synthesis of multi-substituted furans via a BF3·Et2O mediated formal [4 + 1] reaction of 3-chloro-3-phenyldiazirines and α, β-alkenyl ketones. Issue 24 (18th May 2022)

• Record Type: Journal Article
• Authors: Zhang, Zixin; Huang, Aimin; Ma, Lin; Xu, Jian-hua; Zhang, Min
• Is Part Of: RSC advances. Volume 12:Issue 24(2022)
• Page Start: 15190
• Page End: 15195
• Publication Date: 2022-05-18
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2ra01472f
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A metal and oxidant free approach to multi-substituted furans from easily accessible 3-chloro-3-phenyldiazirines and α, β-alkenyl ketones in one flask. Abstract : A facile, efficient and metal free one-flask approach to diversely substituted furans from easily accessible 3-chloro-3-phenyldiazirines and α, β-alkenyl ketones is reported. This protocol integrates three steps of cyclopropanation, Cloke–Wilson rearrangement and elimination of HCl in one-flask to give products in moderate to good yields. It provides a metal and oxidant free approach to multi-substituted furans with the advantages of easy operation, mild reaction conditions and a broad scope of substrates.