Synthesis of indazole-N-oxides via the 1,7-electrocyclisation of azomethine ylides

Citation
M. Nyerges et al., Synthesis of indazole-N-oxides via the 1,7-electrocyclisation of azomethine ylides, TETRAHEDR L, 42(30), 2001, pp. 5081-5083
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
30
Year of publication
2001
Pages
5081 - 5083
Database
ISI
SICI code
0040-4039(20010723)42:30<5081:SOIVT1>2.0.ZU;2-P
Abstract
The first example of the 1,7-electrocyclisation of a non-stabilised azometh ine ylide, e.g. 2, onto a nitro group, to give a 1,2,6-oxadiazepine interme diate, e.g. 4, is reported. Subsequent ring contraction results in the form ation of the indazole-N-oxides 5, 12, and 14. (C) 2001 Elsevier Science Ltd . All rights reserved.