DIRECTED DEPROTONATION OF 7-METHYL-1-AMINOBENZOTRIAZOLE - AN APPROACHTO ORTHO-SUBSTITUTED BENZYNE PRECURSORS

Authors
BIRKETT MA KNIGHT DW GILES RG MITCHELL MB
Citation
Ma. Birkett et al., DIRECTED DEPROTONATION OF 7-METHYL-1-AMINOBENZOTRIAZOLE - AN APPROACHTO ORTHO-SUBSTITUTED BENZYNE PRECURSORS, Journal of the Chemical Society. Perkin transactions. I (Print), (15), 1998, pp. 2301-2305
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I (Print) → ACNP
ISSN journal
0300922X
Issue
15
Year of publication
1998
Pages
2301 - 2305
Database
ISI
SICI code
0300-922X(1998):15<2301:DDO7-A>2.0.ZU;2-W
Abstract
Lateral deprotonation bf N-Boc-1-amino-7-methylbenzotriazole 7 using B uLi-TMEDA leads to the synthetically useful dianion 18, which can be a lkylated and which condenses smoothly with a range of aldehydes, keton es and epoxides to provide derivatives (19, 20 and 21 respectively), w hich are potentially useful in the generation of substituted benzynes.