PREPARATION OF 1,3,3a,7a-TETRAHYDROISOTHIANAPHTHENE AND ITS APPLICATION TO TETRAHYDROTHIOPHENE-FUSED PORPHYRIN

摘要

Dehydrobromination of 5,6-dibromoperhydroisothianaphthene with DBU gave a mixture of 1,3,3a,7a-tetrahydroisothianaphthene and 1,3,3a,4-tetrahydroisothianaphthene in a ratio of 5:1. The former compound acted as an s-cis diene in the Diels-Alder reaction with bis(phenylsulfonyl)ethylene to give an adduct, which was successively converted to tetrahydrothiphene-fused pyrroles and porphyrins.