Facile Iodine(III)-Mediated Approach for the Regioselective Chlorination of 2-Aryl-2,3-dihydro-4(1H)-quinolones

Abstract

Oxidation of 2-aryl-2,3-dihydro-4(1H)-quinolones (1) with 1.5 equivalents of (dichloroiodo)benzene in dichloromethane at room temperature leads to regioselective chlorination, thereby offering an efficient method for the synthesis of new 2-aryl-6-chloro-2,3-dihydro-4(1H)-quinolones (3).

Keywords:

• 2-Aryl-2,3-dihydro-4(1H)-quinolones
• (dichloroiodo)benzene
• regioselective chlorination

ACKNOWLEDGMENTS

We are thankful to Kurukshetra University, Kurukshetra, for a University Research Fellowship to Deepak Sharma and to Council for Scientific and Industrial Research (CSIR), New Delhi, for the award of a junior research fellowship to Pooja Ranjan for financial support of this work. We are also thankful to Defense Research & Development Organization (DRDO), New Delhi (Grant No ERIP/ER/0303447/M/01), for support.