FORMATION OF 2-ARYLNAPHTHALENES FROM N-TOSYLATED PHENYLALANINE DERIVATIVES

Citation
Mr. Seong et al., FORMATION OF 2-ARYLNAPHTHALENES FROM N-TOSYLATED PHENYLALANINE DERIVATIVES, Tetrahedron letters, 39(39), 1998, pp. 7101-7104
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
39
Year of publication
1998
Pages
7101 - 7104
Database
ISI
SICI code
0040-4039(1998)39:39<7101:FO2FNP>2.0.ZU;2-Z
Abstract
N-Tosylated phenylalanine derivatives in benzene in the presence of su lfuric acid afforded 2-arylnaphthalene derivatives in moderate yields. The reaction might proceed via the corresponding decarbonylated N-tos ylimine derivatives. Aldol type reaction of N-tosylimines followed by intramolecular Friedel-Crafts reaction and elimination of p-toluenesul fonamide gave 2-arylnaphthalenes. (C) 1998 Elsevier Science Ltd. All r ights reserved.