Selenylation of <i>N</i>‐(<i>P</i>‐Methoxyaryl)Propiolamides via CuBr<sub>2</sub> Catalysis: Synthesis of 3‐Selenospiro[4,5]Decatrienones via <i>Ipso</i>‐Cyclization
Jinhui Cai, Kaili Cen, Hongyi Lin, Haixia Zhang, nannan Zhou, Qiaolin Wang
Abstract
Abstract Herein, a method for the assembly of biologically valuable 3‐selenospiro[4,5]decatrienones through CuBr 2 ‐catalyzed ispo ‐cyclization of Se powder, boronic acids, and N ‐( p ‐methoxyaryl)propiolamides has been established. In this protocol, noble transition metal, prefunctionalized selenylation reagent, and strong chemical oxidant are not employed. This method feature wide substrate scope, good functional group tolerance, easy operation, and employing earth‐abundant metal as catalyst and green air as oxidant. Furthermore, several derivatizations of 3‐selenospiro[4,5]decatrienones are performed to showcase the practicability of our strategy.
Topics & Concepts
CatalysisChemistryCombinatorial chemistryOrganic chemistryOrganoselenium and organotellurium chemistrySulfur-Based Synthesis TechniquesRadical Photochemical Reactions