Expeditious formation of 1,2,4-triazine derivatives via a thioisomunchnonecycloaddition reaction

Authors
Arevalo, MJ Avalos, M Babiano, R Cintas, P Hursthouse, MB Jimenez, JL Light, ME Lopez, I Palacios, JC
Citation
Mj. Arevalo et al., Expeditious formation of 1,2,4-triazine derivatives via a thioisomunchnonecycloaddition reaction, TETRAHEDR L, 40(49), 1999, pp. 8675-8678
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
49
Year of publication
1999
Pages
8675 - 8678
Database
ISI
SICI code
0040-4039(199912)40:49<8675:EFO1DV>2.0.ZU;2-0
Abstract
A novel type of heterocyclization reaction involving the [3+2] cycloadditio n of N,N-dialkylamino-substituted thioisomunchnones with azodicarboxylates gives rise to 1,2,4-triazine derivatives after a selective fragmentation pa thway of the transient cycloadducts. The X-ray analysis of 7 accounts for t he fate of this particular transformation. An asymmetric version using chir al carbohydrate-based thioisomunchnones has also been disclosed. (C) 1999 E lsevier Science Ltd. All rights reserved.