Copper-catalysed synthesis of trifluoromethyl allenes via fluoro-carboalkynylation of alkenes. Issue 7 (18th February 2022)

• Record Type: Journal Article
• Authors: Wang, Mengning; Wang, Qiuzhu; Ma, Mengtao; Zhao, Binlin
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 7(2022)
• Page Start: 1844
• Page End: 1849
• Publication Date: 2022-02-18
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo01823j
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A copper-catalysed three-component reaction utilizing readily available feedstocks was investigated, providing an operationally simple and practical route to trifluoromethyl allenes under mild and environmentally friendly conditions. Abstract : Allenes and trifluoromethyl motifs are considered as important building blocks in materials and pharmaceuticals. A copper-catalysed synthesis of trifluoromethyl allenes utilizing readily available feedstocks under mild and environmentally friendly conditions was developed, which provided an operationally simple and practical platform for the preparation of substituted allenes with a broad substrate scope. Mechanistic explorations showed that a radical-mediated fluorocarboalkynylation and base-promoted step-wise isomerisation of β-CF3 alkynes were responsible for the formation of the desired allenes.