Integrated Chemical Process: One-Pot Aromatization of Cyclic Enones by the Double Elimination Methodology

A Orita; J Yaruva; J Otera

doi:10.1002/(sici)1521-3773(19990802)38:15<2267::aid-anie2267>3.0.co;2-3

Integrated Chemical Process: One-Pot Aromatization of Cyclic Enones by the Double Elimination Methodology

Angew Chem Int Ed Engl. 1999 Aug;38(15):2267-2270. doi: 10.1002/(sici)1521-3773(19990802)38:15<2267::aid-anie2267>3.0.co;2-3.

Authors

A Orita¹, J Yaruva, J Otera

Affiliation

¹ Department of Applied Chemistry, Okayama University of Science, Ridai-cho, Okayama 700-0005 (Japan).

Abstract

A variety of aromatic hydrocarbons bearing multiple alkyl substituents are accessible with perfect regiocontrol in a one-pot reaction starting from cyclohexenones and their aromatic analogues [Eq. (1)]. The present methodology can be further extended to the synthesis of polycyclic aromatic hydrocarbons. The drawbacks encountered in the Friedel-Crafts reaction are resolved since the reaction proceeds under basic conditions.