✦ LIBER ✦

Synthesis of 1- and 5-Aryl-2,4-benzothiazepines. 25th Communication on Seven-membered Heterocycles

✍ Scribed by John B. Bream; Jean Schmutz

Book ID: 102252676
Publisher: John Wiley and Sons
Year: 1977
Tongue: German
Weight: 457 KB
Volume: 60
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19770600840

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

α‐Aryl‐o‐xylyl dibromides 1 reacted with thioureas to give the mono‐isothiouronium salts 2, bis‐isothiouronium salts 4 being formed as by‐products in some cases. Compounds 2, which readily reacted with water or alcohols to form 3, were cyclized with Na~2~CO~3~ in anhydrous acetone to yield 5‐aryl‐2,4‐benzothiazepines 5, 6 and 7, but the 2′‐chlorophenyl‐derivative 21 exceptionally cyclized to the cyclobutene 20. The 1‐aryl‐2,4‐benzothiazepines 14, 15 and 16 were prepared unequivocally by acid‐catalysed cyclizations of thioureas 13 and 19.

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