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

Xi-Rui Gong, Shuang-Shuang Sun, Mei-Lin Ren, Wu Qiaoyan, Yanyan Chen, Yanli Xü

2024The Journal of Organic Chemistry17 citationsDOI

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.

Topics & Concepts

IsoquinolineChemistryQuinolinePropargylMedicinal chemistryStereochemistryOrganic chemistryCatalysisSulfur-Based Synthesis TechniquesOrganoselenium and organotellurium chemistryRadical Photochemical Reactions
Visible-Light-Promoted Selenylation/Cyclization of <i>o</i>-Alkynyl Benzylazides/<i>o</i>-Propargyl Arylazides: Synthesis of Seleno-Substituted Isoquinolines and Quinolines | Litcius