NOVEL SYNTHESIS OF BENZOTHIAZOLE DERIVATIVES VIA DIRECTED LITHIATION AND ARYNE-MEDIATED CYCLIZATION FOLLOWED BY QUENCHING WITH ELECTROPHILES

Authors
STANETTY P KRUMPAK B
Citation
P. Stanetty et B. Krumpak, NOVEL SYNTHESIS OF BENZOTHIAZOLE DERIVATIVES VIA DIRECTED LITHIATION AND ARYNE-MEDIATED CYCLIZATION FOLLOWED BY QUENCHING WITH ELECTROPHILES, Journal of organic chemistry, 61(15), 1996, pp. 5130-5133
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
61
Issue
15
Year of publication
1996
Pages
5130 - 5133
Database
ISI
SICI code
0022-3263(1996)61:15<5130:NSOBDV>2.0.ZU;2-8
Abstract
A series of benzothiazole derivatives selectively functionalized at po sition 7 was synthesized in the course of the following one-pot reacti on sequence: directed lithiation of 2,2-dimethyl-N-(3-halophenyl)propa nethioamides (1, 2) or N-(3-halophenyl)-tert-butylthionocarbamates (15 -17), cyclization of the aryne intermediate, and quenching of the resu lting aryllithium with selected electrophiles.