REGIOSELECTIVE ELECTROCATALYZED S(RN)1 REACTIONS WITH 2-TERT-BUTYL-1-NAPHTHOL

Authors
COMBELLAS C SUBA C THIEBAULT A
Citation
C. Combellas et al., REGIOSELECTIVE ELECTROCATALYZED S(RN)1 REACTIONS WITH 2-TERT-BUTYL-1-NAPHTHOL, Tetrahedron letters, 35(29), 1994, pp. 5217-5220
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
29
Year of publication
1994
Pages
5217 - 5220
Database
ISI
SICI code
0040-4039(1994)35:29<5217:RESRW2>2.0.ZU;2-R
Abstract
4-aryl-2-tert-butyl-1-napthols are obtained regioselectively from 2-te rt-butyl-1-napthol by an electro-induced S(RN)1 reaction in liquid amm onia. The reaction is illustrated with different aryl chlorides as sta rting compounds (aryl= pyridyl, quinolinyl, phenylpyridine); the yield s are between 60 and 85%. The tertbutyl substituent can be further eli minated by a trans-alkylation reaction.