Bimolecular Intermolecular-Michael/Intramolecular-Michael/Aromatization Reaction of 1-Cyanocyclopropane 1-Esters or 1,1-Dicyanocyclopropanes: A Straightforward Approach to Fully Substituted Benzenes

Abstract

An efficient and straightforward synthetic protocol has been developed for the preparation of fully substituted benzenes via a [3+3]-cyclodimerization reaction of 1-cyanocyclopropane 1-esters or 1,1-dicyanocyclopropanes for the generation of a wide range of structurally interesting significant compounds. The reaction utilizes Et₃N-promoted C–C bond cleavage, two new C–C bond formations of 1-cyanocyclopropane 1-ester and simultaneous aromatization by removal of cyano and ester groups in a domino fashion.

Key words

[3+3]-cyclodimerization - donor–acceptor cyclopropane - 1-cyanocyclopropane 1-ester - fully substituted benzene - aromatization

• References and Notes

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