Formal [4 + 1] annulation of fluorinated sulfonium salt with cyclic unsaturated imines to access CF-substituted pyrroles.

Org Biomol Chem

Key Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University, 30 South Puzhu Road, Nanjing 211816, China.

Published: April 2021

Formal [4 + 1] annulation of easily available fluorinated sulfonium salt with cyclic unsaturated imines has been successfully developed. A structurally diverse set of CF-substituted dihydropyrroles was efficiently constructed in acceptable to excellent yields with excellent diastereoselectivities. The resulting CF-containing dihydropyrroles from this transition metal-free strategy could be easily transformed to pyrroles in good yields under basic conditions.

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Source
http://dx.doi.org/10.1039/d1ob00218jDOI Listing

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