One-pot synthesis of photochromic naphthopyrans in the solid state
One-pot synthesis of photochromic naphthopyrans in the solid state
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DOI：
10.1021/ol006038y
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发表时间：
2000-07-13
期刊：
影响因子：
5.2
通讯作者：
Ohba, S
中科院分区：
文献类型：
--
作者：
Tanaka, K;Aoki, H;Ohba, S
[图谱]对TsOH催化1，1-二芳基-2-丙炔-1-醇（1）和2-萘酚（2）在固相条件下发生缩合反应，经Claisen重排得到3，3-二芳基-3H-萘并[2，1-B]吡喃（6）。1与2，6-（7）和2，7-二羟基萘（8）进行类似的反应，分别得到萘并二吡喃衍生物9和10。通过1，1，6，6-四芳基-2，5-己二炔-1，6-二醇（II）和2-萘酚（2）在固态下的反应也得到了双-萘并吡喃衍生物12。
[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, respectively. Bis-naphthopyran derivatives 12 were also obtained by the reaction of 1,1,6,6-tetraaryl-2,5-hexadiyn-1,6 diol (II) and 2-naphthol (2) in the solid state.