Multistage cycloadducts from the condensation of N,N′-dipyrrolylmethane with acetylenic dienophiles: synthesis of the 10,12-diazapentacyclo-[7.3.1.04,12.05,13.06,10]trideca-2,7-diene ring system
Abstract
N,N′-Dipyrrolylmethane (1) forms domino and pincer-type pericyclic adducts with dimethyl acetylenedicarboxylate and hexafluorobut-2-yne by reactions showing kinetic and thermodynamic control and which lead to novel bisethenodiazanoradamantanes.