TY - JOUR
T1 - One-pot synthesis of photochromic naphthopyrans in the solid state
AU - Tanaka, Koichi
AU - Aoki, Hiroko
AU - Hosomi, Hiroyuki
AU - Ohba, Shigeru
N1 - Copyright:
Copyright 2017 Elsevier B.V., All rights reserved.
PY - 2000/7/13
Y1 - 2000/7/13
N2 - matrix presented 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, respectively. Bis-naphthopyran derivatives 12 were also obtained by the reaction of 1,1,6,6-tetraaryl-2,5-hexadiyn-1,6-diol (11) and 2-naphthol (2) in the solid state.
AB - matrix presented 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, respectively. Bis-naphthopyran derivatives 12 were also obtained by the reaction of 1,1,6,6-tetraaryl-2,5-hexadiyn-1,6-diol (11) and 2-naphthol (2) in the solid state.
UR - http://www.scopus.com/inward/record.url?scp=0000875290&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0000875290&partnerID=8YFLogxK
U2 - 10.1021/ol006038y
DO - 10.1021/ol006038y
M3 - Article
AN - SCOPUS:0000875290
VL - 2
SP - 2133
EP - 2134
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 14
ER -