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

[ Vol. 13 , Issue. 5 ]

Author(s):

Radhika Khanna, Aarti Dalal, Sanjeev Kumar, Ramesh Kumar and Ramesh C. Kamboj   Pages 775 - 778 ( 4 )

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.

Affiliation:

Department of Chemistry, Kurukshetra University, Kurukshetra-136119, Haryana, India.

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