FACILE SYNTHESIS OF BENZOTRIAZINES AND INDOLES BY RING-SCISSIONS OF ALPHA-BENZOTRIAZOL-1-YL HYDRAZONES

Authors
KATRITZKY AR WANG J KARODIA N LI JQ
Citation
Ar. Katritzky et al., FACILE SYNTHESIS OF BENZOTRIAZINES AND INDOLES BY RING-SCISSIONS OF ALPHA-BENZOTRIAZOL-1-YL HYDRAZONES, Synthetic communications, 27(22), 1997, pp. 3963-3976
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
27
Issue
22
Year of publication
1997
Pages
3963 - 3976
Database
ISI
SICI code
0039-7911(1997)27:22<3963:FSOBAI>2.0.ZU;2-V
Abstract
alpha-(Benzotriazol-1-yl)hydrazones 2a-d and 13a-c were prepared by re fluxing the corresponding alpha-(benzotriazol-1-yl)ketones with p-tosy l hydrazide or benzenesulfonyl hydrazide. Treatment of 2a-b with n-but yllithium in the presence of TMEDA gave benzotriazines 6a-b, while lit hiation of 13a-c resulted in indole derivatives 16a-c, depending on th e structure of the hydrazones.