Ring-expansion of an Aziridinone to a Hexahydrotriazine Through the Agency of a Novel Rearrangement

M. M., Yusoff and Talaty, Erach R (1996) Ring-expansion of an Aziridinone to a Hexahydrotriazine Through the Agency of a Novel Rearrangement. Tetrahedron Letters, 37 (48). pp. 8695-8698. ISSN 0040-4039. (Published)

Full text not available from this repository. (Request a copy)

Abstract

Reaction of 1,3-di-t,'rt-bu~.laziridinonc (la) and similar aziridinones with thiosemicarbazide affords, as one of the products, a compound devoid of sulfur, vie., a substituted N- aminoimidazolidinone (3a) by selective cleavage of the acyl-nitrogcn bond. Compound 3a undergoes a novel, acid-catalyzed rearrangement to a 3-imino-hexahydro-1,2,4-tri~in-6-one (7a), which can also be obtained ~' treatment of la with hydrazinc followed by BrCN. involving again selective cleavage of the acyl-nitrogen bond.

Item Type: Article
Additional Information: Please click to official URL. Cited by 13.
Uncontrolled Keywords: Aziridinone; Hexahydrotriazine
Subjects: Q Science > Q Science (General)
Faculty/Division: Faculty of Industrial Sciences And Technology
Depositing User: Prof. Dr. Mashitah Mohd Yusoff
Date Deposited: 28 Jan 2014 07:02
Last Modified: 22 Jan 2018 01:36
URI: http://umpir.ump.edu.my/id/eprint/4788
Download Statistic: View Download Statistics

Actions (login required)

View Item View Item