Synthesis of thiabenzene oxides and azathiabenzene oxides | Zendy

Tominaga Yoshinori | Zendy; Hidaki Shozo | Zendy; Matsuda Yoshiro | Zendy

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Synthesis of thiabenzene oxides and azathiabenzene oxides

Author(s) -

Tominaga Yoshinori,

Hidaki Shozo,

Matsuda Yoshiro

Publication year - 1987

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.5570240242

Subject(s) - chemistry , sodium hydride , yield (engineering) , methyl iodide , methylene , trioxide , thiophene , oxide , thiazine , medicinal chemistry , iodide , hydride , molybdenum trioxide , organic chemistry , nuclear chemistry , hydrogen , sulfur , materials science , molybdenum , metallurgy

Fused thiabenzene oxide, 2‐methyl‐4‐methylthiobenzo[ b ]thieno[3,2‐ c ]thiapyran 2,5,5‐trioxide (2) was synthesized by the reaction of 2,3‐dihydro‐2‐bis(methylthio)methylene‐3‐oxobenzo[ b ]thiophene 1,1‐dioxide (1) with trimethyl sulfoxonium iodide in the presence of sodium hydride in tetahydrofuran. Similarly, fused azathiabenzene oxide, 2‐methyl‐4‐methylthiobenzo[ b ]thieno[2,3‐ c ][1,2]thiazine 2,5,5‐trioxide (3) was prepared from 1 and sulfoximine in good yield.

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