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Synthesis 2003(1): 0027-0029
DOI: 10.1055/s-2003-36262
DOI: 10.1055/s-2003-36262
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
Regioselective Synthesis of Dihydrofuro[3,2-g]coumarin-6-one
Further Information
Received
22 July 2002
Publication Date:
18 December 2002 (online)
Publication History
Publication Date:
18 December 2002 (online)
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Abstract
New regioselective routes for the preparation of dihydrofuro[3,2-g]coumarin-6-one (5) have been studied. An efficient three-step synthesis of methyl 3-(5′-chloroacetyl-2′,4′-dihydroxyphenyl)propanoate (7) from resorcinol was the key for the success of our preparation of the target compound 5.
Key words
acylations - dehydrogenations - rearrangements - regioselectivity - ring closure
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Our approach to 7 is reminiscent of that used in this reference but the method described by us provide a more efficient 3-step synthetic route from resorcinol.