Visible-Light-Promoted Selenylation/Cyclization of o-Alkynyl Benzylazides/ o-Propargyl Arylazides: Synthesis of Seleno-Substituted Isoquinolines and Quinolines

J Org Chem. 2024 Mar 15;89(6):4176-4184. doi: 10.1021/acs.joc.4c00247. Epub 2024 Mar 4.

Abstract

A simple and efficient visible-light-promoted selenylation/cyclization of o-alkynyl benzylazides/o-propargyl arylazides have been realized for the practical synthesis of seleno-substituted isoquinolines and quinolines. This strategy provides the synthesis of valuable seleno-substituted isoquinoline and quinoline derivatives via the construction of one C(sp2)-Se bond and one C-N bond within one process.