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

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-cata...

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Main Authors: M. M., Yusoff, Talaty, Erach R
Format: Article
Published: Elsevier 1996
Subjects:
Q Science (General)
Online Access:http://umpir.ump.edu.my/id/eprint/4788/
http://dx.doi.org/10.1016/S0040-4039(96)02039-4
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spelling my.ump.umpir.47882018-01-22T01:36:12Z http://umpir.ump.edu.my/id/eprint/4788/ Ring-expansion of an Aziridinone to a Hexahydrotriazine Through the Agency of a Novel Rearrangement M. M., Yusoff Talaty, Erach R Q Science (General) 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. Elsevier 1996-11-25 Article PeerReviewed 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 http://dx.doi.org/10.1016/S0040-4039(96)02039-4 DOI: 10.1016/S0040-4039(96)02039-4
institution Universiti Malaysia Pahang
building UMP Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaysia Pahang
content_source UMP Institutional Repository
url_provider http://umpir.ump.edu.my/
topic Q Science (General)
spellingShingle Q Science (General)
M. M., Yusoff
Talaty, Erach R
Ring-expansion of an Aziridinone to a Hexahydrotriazine Through the Agency of a Novel Rearrangement
description 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.
format Article
author M. M., Yusoff
Talaty, Erach R
author_facet M. M., Yusoff
Talaty, Erach R
author_sort M. M., Yusoff
title Ring-expansion of an Aziridinone to a Hexahydrotriazine Through the Agency of a Novel Rearrangement
title_short Ring-expansion of an Aziridinone to a Hexahydrotriazine Through the Agency of a Novel Rearrangement
title_full Ring-expansion of an Aziridinone to a Hexahydrotriazine Through the Agency of a Novel Rearrangement
title_fullStr Ring-expansion of an Aziridinone to a Hexahydrotriazine Through the Agency of a Novel Rearrangement
title_full_unstemmed Ring-expansion of an Aziridinone to a Hexahydrotriazine Through the Agency of a Novel Rearrangement
title_sort ring-expansion of an aziridinone to a hexahydrotriazine through the agency of a novel rearrangement
publisher Elsevier
publishDate 1996
url http://umpir.ump.edu.my/id/eprint/4788/
http://dx.doi.org/10.1016/S0040-4039(96)02039-4
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score 13.214268

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