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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| Format: | Article |
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Elsevier
1996
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| Online Access: | http://umpir.ump.edu.my/id/eprint/4788/ |
| _version_ | 1848817465590546432 |
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| author | M. M., Yusoff Talaty, Erach R |
| author_facet | M. M., Yusoff Talaty, Erach R |
| author_sort | M. M., Yusoff |
| building | UMP Institutional Repository |
| collection | Online Access |
| 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. |
| first_indexed | 2025-11-15T01:22:12Z |
| format | Article |
| id | ump-4788 |
| institution | Universiti Malaysia Pahang |
| institution_category | Local University |
| last_indexed | 2025-11-15T01:22:12Z |
| publishDate | 1996 |
| publisher | Elsevier |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | ump-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. (Published) http://dx.doi.org/10.1016/S0040-4039(96)02039-4 DOI: 10.1016/S0040-4039(96)02039-4 |
| 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 |
| title | 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_short | 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 |
| topic | Q Science (General) |
| url | http://umpir.ump.edu.my/id/eprint/4788/ http://umpir.ump.edu.my/id/eprint/4788/ http://umpir.ump.edu.my/id/eprint/4788/ |