One-pot synthesis of photochromic naphthopyrans in the solid state

Authors
Tanaka, K Aoki, H Hosomi, H Ohba, S
Citation
K. Tanaka et al., One-pot synthesis of photochromic naphthopyrans in the solid state, ORG LETT, 2(14), 2000, pp. 2133-2134
Citations number
4
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
14
Year of publication
2000
Pages
2133 - 2134
Database
ISI
SICI code
1523-7060(20000713)2:14<2133:OSOPNI>2.0.ZU;2-V
Abstract
[GRAPHICS] p-TsOH catalyzed condensation reactions of 1,1-diaryl-2 propyn-1-ol (1) and 2-naphthol (2) in the solid state gave 3,3-diaryl-3H-naphtho[2,1-b]pyran ( 6) via Claisen rearrangement. Similar reactions of 1 with 2,6- (7) and 2,7- dihydroxynaphthalenes (8) afforded naphthodipyrane derivatives 9 and 10, re spectively. Bis-naphthopyran derivatives 12 were also obtained by the react ion of 1,1,6,6-tetraaryl-2,5-hexadiyn-1,6 diol (II) and 2-naphthol (2) in t he solid state.