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Chemistry of 1,2,3‐thiadiazole. IV. Synthesis of [1]benzoxepino‐[3,4‐ d ][1,2,3]thiadiazole, [1]benzothiepino‐[3,4‐ d ][1,2,3]thiadiazole, [1]benzoxepino[4,3‐ d ][1,2,3]thiadiazole, [1]benzoxepino[4,3‐ d ]oxazole and [1]benzoxepino[4,3‐ d ]oxazole. Four novel heterocycles
Author(s) -
Shafiee A.,
Kiaeay G.
Publication year - 1981
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.5570180510
Subject(s) - chemistry , aryl , thiazole , medicinal chemistry , stereochemistry , organic chemistry , alkyl
Starting from the readily available 4‐bromomethy‐5‐carbethoxy 1,2,3‐thiadiazole (V), 5‐bromomethy‐4‐carbethoxy‐1,2,3‐thiadiazole (IX) and ethyl 2‐aryl‐5‐bromomethyloxazole‐4‐carboxylate (XIV), 4,10‐dihydro‐10‐oxo[1]benzoxepino[3,4‐ d ][1,2,3]thiadiazole (Ia), 4,10‐dihydro‐10‐oxo[1]benzothiepino[3,4‐ d ][1,2,3]thiadiazole (Ib), 4,10‐dihydro‐4‐oxo[1]benzothiepino[4,3‐ d ] [1,2,3]thiazole (II), 2‐aryl‐4,10‐dihydro‐4‐oxo[1]benzoxepino[4,3‐ d ]oxazoles (XIXa‐XIXc) and 2‐aryl‐4,10‐dihydro‐4‐oxo[1]benzothiepino[4,3‐ d ]oxazoles (XIXd‐XIXf) were prepared.