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Current Organic Synthesis

Editor-in-Chief

ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

Research Article

Photoreorganization of 2-methyl-3-(prop-2-ynyloxy)-4H-chromen-4-ones: Synthesis of 4-methylcoumarin Derivatives

Author(s): Radhika Khanna, Aarti Dalal, Sanjeev Kumar, Ramesh Kumar and Ramesh C. Kamboj

Volume 13 , Issue 5 , 2016

Page: [775 - 778] Pages: 4

DOI: 10.2174/1570179413666151218202630

Price: $65

Abstract

The coumarin derivatives have the anabolic, antioxidant, hepatoprotective, anticoagulant, HIV-proteases’ inhibitory, CNS depressant, hypnotics, sedative, diuretic, analgesic and antitubercular activities. In the present study, the synthesis of some 4-methylcoumarin derivatives in appreciably good yields has been achieved by the photo-irradiation of th e 2-methyl-3-(prop-2-ynyloxy)-4H-chromen-4-ones with pyrex filtered UV-light from 125W Hg lamp. The reaction is unprecedented and proceeded under mild and eco-friendly conditions within 60 minutes and may become an important tool for obtaining the 4-methylcoumarin derivatives.

Keywords: Chromenones, coumarins, photo-irradiation, Norrish type-1 reaction, ring-opening /cyclization, γ-H abstraction.

Graphical Abstract

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