A study of the reaction between 2,4-disubstituted-2,3-dihydro-1,5-benzothiazepines and ketenes generated in situ from chloro and dichloroacetyl chlorides

Citation
Qy. Xing et al., A study of the reaction between 2,4-disubstituted-2,3-dihydro-1,5-benzothiazepines and ketenes generated in situ from chloro and dichloroacetyl chlorides, J HETERO CH, 38(3), 2001, pp. 561-567
Citations number
25
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022-152X → ACNP
Volume
38
Issue
3
Year of publication
2001
Pages
561 - 567
Database
ISI
SICI code
0022-152X(200105/06)38:3<561:ASOTRB>2.0.ZU;2-B
Abstract
In the presence of triethyl amine, the reaction of 2,4-disubstituted-2,3-di hydro- 1,5-benzothiazepine with chloro and dichloroacetyl chlorides produce d not only the expected beta -lactam derivative of the benzothiazepine, but also the ring opening product. Different results were obtained when the su bstituent at 2-position of the bexuothiazepine varied from methyl to aryl, and the substituent on the chloroacetyl chloride varied from H to Cl, or wh en carrying out the reaction at different temperatures. The structures of t he obtained products and the reaction mechanism are discussed.