Organic Letters
Organic Letters
5 years ago

Palladium/Norbornene-Catalyzed Ortho-Acylation and Ipso-Selenation via C(O)–Se Bond Cleavage: Synthesis of α-Carbonyl Selane

Palladium/Norbornene-Catalyzed Ortho-Acylation and Ipso-Selenation via C(O)–Se Bond Cleavage: Synthesis of α-Carbonyl Selane
Zhenhua Gu, Xiaozhong Fan
A palladium/norbornene-catalyzed synthetic method that combines selective ortho C–H bond activation with sequential reactions to form complex selenide compounds has been developed. The C(O)–Se bond in selenoates is successfully cleaved, and various kinds of α-carbonyl selanes were synthesized in decent to excellent yields. The reaction has good functional group tolerance and broad substrate scope.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.8b00112

DOI: 10.1021/acs.orglett.8b00112

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