Iron Hydride Radical Reductive Alkylation of Unactivated Alkenes

• DOI: 10.1021/acs.orglett.9b04459
• Publication Date: 2019-12-30T19:48:07Z
• Authors: Mar Saladrigas; Josep Bonjoch; Ben Bradshaw
• Keywords: Alquens; Hidrogen; Alkenes; 01 natural sciences; Hydrogen; 0104 chemical sciences

Iron-catalyzed hydrogen atom transfer-mediated intermolecular C-C coupling reactions between alkenes and tosylhydrazones, followed by in situ cleavage of the tosylhydrazine intermediates using Et3N, are described. The process involves a new strategic bond disconnection resulting in the reductive alkylation of nonactivated alkenes. The reaction is operationally simple, proceeds under mild conditions, and has a wide substrate scope.