A Stable Monocyclic 1,4‐Thiazepine: Synthesis and Characterization of 2,7‐Di‐ tert ‐butyl‐5‐methoxy‐1,4‐thiazepine | Zendy

Yamamoto Kagetoshi | Zendy; Yamazaki Shoko | Zendy; Osedo Hiroki | Zendy; Murata Ichiro | Zendy

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A Stable Monocyclic 1,4‐Thiazepine: Synthesis and Characterization of 2,7‐Di‐ tert ‐butyl‐5‐methoxy‐1,4‐thiazepine

Author(s) -

Yamamoto Kagetoshi,

Yamazaki Shoko,

Osedo Hiroki,

Murata Ichiro

Publication year - 1986

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198606351

Subject(s) - chemistry , sulfur , pyridine , beckmann rearrangement , benzene , ring (chemistry) , medicinal chemistry , contraction (grammar) , organic chemistry , oxime , medicine

Two tert ‐butyl groups adjacent to the sulfur atom in the title compound 1 hinder elimination of sulfur with ring contraction. Compound 1 can be obtained in a multistep reaction involving a Beckmann rearrangement and a Pummerer reaction. When 1 is heated in benzene in the presence of PPh 3 ring contraction takes place with formation of the pyridine 2 .

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