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Journal articles
Palladium-Catalysed Desulfitative Heck Reaction Tolerant to Aryl Carbon-Halogen Bonds for Access to (Poly)halo-Substituted Stilbene or Cinnamate Derivatives
Abstract : The palladium-catalysed desulfitative Heck type reaction of (poly)halo-substituted benzenesulfonyl chlorides with alkenes was investigated. Styrene or acrylates in the presence of bromo- or iodobenzenesulfonyl chlorides and a phosphine-free palladium catalyst were found to afford the expected β-arylated Heck type products with complete regio- and stereoselectivities. The reaction tolerates a variety of substituents on the halobenzenesulfonyl chloride. Moreover, no cleavage of the C-Br and C-I bonds was observed in the course of these reactions, allowing further transformations. Using 4-bromobenzenesulfonyl chloride as the central unit, consecutive desulfitative Heck type reaction followed by palladium-catalysed direct arylation allowed to prepare heteroarylated stilbene derivatives in only two steps.
Cited literature [22 references]
https://hal-univ-rennes1.archives-ouvertes.fr/hal-01367223
Contributor : Laurent Jonchère <>
Submitted on : Monday, October 10, 2016 - 10:00:01 AM
Last modification on : Wednesday, January 13, 2021 - 3:07:59 AM
Long-term archiving on: : Saturday, February 4, 2017 - 12:21:48 AM
Contributor : Laurent Jonchère <>
Submitted on : Monday, October 10, 2016 - 10:00:01 AM
Last modification on : Wednesday, January 13, 2021 - 3:07:59 AM
Long-term archiving on: : Saturday, February 4, 2017 - 12:21:48 AM