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Synthesis of 5,6‐dihydro‐4 H ‐thiopyran‐4‐ones
Author(s) -
Becher Jan,
Brøsndum Klaus,
Hansen Poul,
Jacobsen Jens Peter Jan
Publication year - 1988
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.5570250317
Subject(s) - thiopyran , chemistry , ring (chemistry) , methylation , medicinal chemistry , stereochemistry , organic chemistry , biochemistry , gene
The anions of 1,4‐diaryl‐3‐buten‐2‐ones 1 reacts with arylisothiocyanates, yielding intermediates 4 which can ring close to 5,6‐dihydro‐4 H ‐thiopyran‐4‐ones 5 . Under similar reaction conditions ethyl 3‐oxo‐4‐pentenoates 7 gives the 6‐spiropyrans 9 . Methylation of 3 gives the S ‐methylated open form 6 .
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