Affiliation:
1. School of Chemistry Sun Yat-Sen University Guangzhou 510006 China
2. Institute of Organic Chemistry RWTH Aachen University Landoltweg 1 52074 Aachen Germany
Abstract
AbstractA photocatalytic self‐(3+2) cycloaddition of vinyldiazo compounds is described, which provides cyclopentene derivatives with conservation of one diazo functional group. Experimental insights and density functional theory indicate that the reaction is triggered by an unusual single electron oxidation of vinyldiazo compounds, while the photolysis for the generation of free carbene species is not involved. The synthetic applications of the resulting cyclopentenyl α‐diazo compounds were demonstrated based on the rich chemistry of the diazo functional group.
Funder
National Natural Science Foundation of China