BOULTON-KATRITZKY REARRANGEMENT OF 5-(CYANOIMINO)-1,2,4-THIADIAZOLINES

Authors
SONNENSCHEIN H SCHMITZ E GRUNDEMANN E SCHRODER E
Citation
H. Sonnenschein et al., BOULTON-KATRITZKY REARRANGEMENT OF 5-(CYANOIMINO)-1,2,4-THIADIAZOLINES, Liebigs Annalen der Chemie, (12), 1994, pp. 1177-1180
Citations number
7
Categorie Soggetti
Chemistry
Journal title
Liebigs Annalen der Chemie → ACNP
ISSN journal
01702041
Issue
12
Year of publication
1994
Pages
1177 - 1180
Database
ISI
SICI code
0170-2041(1994):12<1177:BRO5>2.0.ZU;2-0
Abstract
The products of the addition of nucleophiles (alcohols, amines) to the cyano group of 5-(cyanoimino)thiadiazolines 1 undergo a Boulton-Katri tzky rearrangement. The thiadiazoles 4 are formed by subsequent nitril e elimination. In the case of bicyclic thiadiazoloazepine 5 an equilib rium mixture of unrearranged iminothiadiazoline 6 and rearranged thiad iazole 7 is obtained as an intermediate.