TY - JOUR
T1 - An interesting synthesis of thieno[2,3-d][1,2,3]thiadiazole via decomposition/recyclization of 3-methoxycarbonyl-1H-thieno-[2,3- e][1,3,4]thiadiazine 4,4-dioxide
AU - Stephens, Chad E.
AU - Sowell, J. Walter
PY - 2000
Y1 - 2000
N2 - Attempted hydrolysis of the ester of 3-methoxycarbonyl-1H-thieno[2,3- e][1,3,4]thiadiazine 4,4-dioxide (I) under acidic conditions gave the ring- contracted thieno[2,3-d][1,2,3]thiadiazole (V) instead of the expected carboxylic acid. In addition to a discussion of the reaction, a plausible mechanism is presented.
AB - Attempted hydrolysis of the ester of 3-methoxycarbonyl-1H-thieno[2,3- e][1,3,4]thiadiazine 4,4-dioxide (I) under acidic conditions gave the ring- contracted thieno[2,3-d][1,2,3]thiadiazole (V) instead of the expected carboxylic acid. In addition to a discussion of the reaction, a plausible mechanism is presented.
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U2 - 10.1002/jhet.5570370133
DO - 10.1002/jhet.5570370133
M3 - Article
AN - SCOPUS:0034065357
SN - 0022-152X
VL - 37
SP - 191
EP - 192
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
IS - 1
ER -