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A short synthesis of 4‐aryioxymethyl‐δ 3 ‐chromenes and 3‐(β‐aryloxy)ethylbenzofurans
Author(s) -
Majumdar K. C.,
Thyagarajan B. S.
Publication year - 1972
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.5570090305
Subject(s) - chemistry , ketone , sulfuric acid , medicinal chemistry , organic chemistry , oxide
A direct and short route to the synthesis of 4‐aryloxymethyl‐δ 3 ‐chromenes and 3‐(β‐aryloxy)‐ethylbenzofurans is described. Hydration of I,4‐diaryloxy‐2‐butynes with mercuric oxide and sulfuric acid affords, instead of a ketone, the cyclization product of the ketone. In three of the diaryloxy‐butynes studied, the corresponding aryloxyethylbenzofurans are formed. In no instance could the ketone be isolated from the hydration reaction.