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Novel and Convenient Synthesis of Benzofurans from Dihydrocoumarins
Author(s) -
ShachanTov Sharona,
Frimer Aryeh A.
Publication year - 2012
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.896
Subject(s) - chemistry , resorcinol , pyridine , maleic anhydride , acetic anhydride , organic chemistry , ketone , acetic acid , benzofuran , alcohol , carboxylic acid , maleic acid , catalysis , polymer , copolymer
7‐Hydroxy‐3,4‐dihydrocoumarin‐4‐carboxylic acid ( 7 ), conveniently prepared from m ‐resorcinol and maleic anhydride, was surprisingly transformed by acid anhydride and pyridine into the corresponding ketone, 4‐alkanoyl analog 11 . The latter reacted in turn with acidic alcohol yielding benzofuran‐3‐yl‐acetic ester 16.
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