Efficient Deallylation of Allyl Phenyl Ethers by Molecular Iodine in PEG-400 and Their Utility for Flavone Synthesis

Abstract

Rapid and efficient deallylation of allyl phenyl ethers by molecular iodine (20 mol%) in polyethylene glycol-400 at 60 °C has been reported. This method has short reaction time, readily available catalyst, and reuse of reaction medium with good yield. The utility of this methodology has been extended to flavone synthesis.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]

GRAPHICAL ABSTRACT

Keywords:

• Allyl phenyl ether
• deallylation
• flavones
• molecular iodine
• PEG-400

ACKNOWLEDGMENTS

V. T. H. thanks the Counsil of Scientific and Industrial Research, New Delhi, India, for the award of a fellowship.

Notes

^a Isolated yields of the products.

^a All reactions were carried out with 1 mmol of substrate.

^a Isolated yields of the products.

^b Spectral data and mp of the products are matches with the authentic sample.

^a Isolated yields of the products.