Synthesis and reactivity of benzoxa(thia)zol-2-thiones: new route to 2-alkylthiobenzoxa(thia)zoles

Citation
A. Harizi et al., Synthesis and reactivity of benzoxa(thia)zol-2-thiones: new route to 2-alkylthiobenzoxa(thia)zoles, TETRAHEDR L, 41(31), 2000, pp. 5833-5835
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
31
Year of publication
2000
Pages
5833 - 5835
Database
ISI
SICI code
0040-4039(20000729)41:31<5833:SAROBN>2.0.ZU;2-J
Abstract
The reaction of aromatic primary amines 1 with carbon disulfide in the pres ence of a catalytic amount of triethylamine followed by treatment with aque ous hydrogen peroxide leads to the corresponding benzoxa-(thia)zol-2-thione s 3a-c which can be transformed with iminoethers into 2-alkylthiobenzoxa(th ia)zoles 5a-h in good yields (64-85%). (C) 2000 Elsevier Science Ltd. All r ights reserved.