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Natural benzofurans. Synthesis of medicagol methoxybenzofuran
Author(s) -
Scannell Ralph T.,
Stevenson Robert
Publication year - 1980
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.5570170817
Subject(s) - chemistry , salt (chemistry) , organic chemistry , stereochemistry
Abstract A general route to 2‐arylbenzofurans, consisting of reaction of an o ‐halogenophenol ester with a cuprous arylacetylide, was employed to synthesize medicagol methoxybenzofuran. 2,4‐Diraethoxyacetophenone was converted to 2,4‐dimethoxyphenylacetylene in three steps and reaction of the cuprous salt with 2‐iodo‐4,5‐methylenedioxyphenyl acetate gave the desired 2‐(2′,4′‐dimethoxyphenyl)‐5,6‐methylenedioxybenzofuran.