Palladium-Catalyzed Diversified Synthesis of Monofluorinated Alkenes from Allylic -Difluorides through Pd-OH Intermediate.

Org Lett

Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China.

Published: December 2023

Significant advancements in synthesis of monofluoroalkenes via palladium-catalyzed reactions involving allylic -difluorides and diverse nucleophiles have been achieved. This method allows regioselective arylation, alkylation, allylation, alkenylation, and hydrogenation of allylic -difluorides, yielding high selectivity and favorable product yields under mild conditions. Tolerating various functional groups, these transformations utilize a common Pd-OH intermediate. Additionally, employing triple Pd-catalyzed cross-coupling yields diverse trisubstituted alkenes efficiently.

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http://dx.doi.org/10.1021/acs.orglett.3c03917DOI Listing

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