Cycloaddition reactions of azide, furan, and pyrrole units with benzynes generated by the hexadehydro-Diels–Alder (HDDA) reaction

heterocycle 2014

Chen, J.; Baire, B.; Hoye, T. R. Heterocycles 201488, 1191–1200.

Abstract

Benzynes can be generated by the intramolecular thermal cycloisomerization of triynes–the title HDDA reaction. We report here that these can be trapped by cycloaddition reaction with trimethylsilyl azide (1,3-dipolar) or a furan or pyrrole (4+2 Diels–Alder).