Synthetic Communications

Efficient route to highly functionalized chalcone-based pyranocoumarins via iodine-promoted Michael addition followed by cyclization of 4-hydroxycoumarins

N Ahmed, BV Babu

Index: Ahmed, Naseem; Babu, B. Venkata Synthetic Communications, 2013 , vol. 43, # 22 p. 3044 - 3053

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Citation Number: 7

Abstract

Molecular iodine is used as an efficient promoter in the regioselective synthesis of highly functionalized chalcone-based pyranocoumarin derivatives using 4-hydroxycoumarin in acetic acid solvent at 100 °C. Under optimized reaction conditions, our protocol (Michael addition followed by intermolecular cyclization) has tolerance for many functional groups and gave products in good to excellent yields (75–98%) within 1–2 h. ... [Supplementary materials are available for this article. ...