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Synthesis 2009(3): 399-402  
DOI: 10.1055/s-0028-1083313
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Nucleophilic Addition of 4-Hydroxycoumarin to Baylis-Hillman Acetate Adducts

Chada Raji Reddy*a, Nayani Kiranmaia, Kancharla Johnya, Mrunal Pendkea, Police Nareshb
a Organic Division-I, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)27160512; e-Mail: rajireddy@iict.res.in;
b Nuclear Magnetic Resonance Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India
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Publication History

Received 27 August 2008
Publication Date:
09 January 2009 (online)

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Abstract

The exploration of 4-hydroxycoumarin for nucleophilic addition on to Baylis-Hillman acetate adducts has been described for the first time. The reactions of various Baylis-Hillman acetate adducts were examined with 4-hydroxycoumarins in the presence of base to produce the corresponding 3-substituted 4-hydroxycoumarins in good yields.

Key words

Baylis-Hillman adduct - hydroxycoumarin - nucleophilic addition - 3-substituted coumarin - potassium carbonate