PHOTO-CHEMICAL REACTIONS OF ACETYLENIC KETONES

被引:16
作者
NISHIO, T
OMOTE, Y
机构
[1] Department of Chemistry, University of Tsukuba, Sakura-mura, Ibaraki
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 07期
关键词
D O I
10.1039/p19790001703
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The photochemical reactions of acetylenic ketones (1a and b) have been examined. Irradiation of 1-phenylprop-2-yn-1-one (1a) in alcohols gave 2,5-disubstituted furans (2a-d) in 18-27% yield via cyclization of the intermediate, the C-C bonded 1:1 adduct of (1a) and the alcohol, while irradiation of (1a) and NN-diethylamine in benzene gave the pyrrole (7) in 61% yield via cyclization of the intermediate, the C-N bonded 1:1 adduct of (1a) and the amine. Irradiation of 1,3-diphenylprop-2-yn-1-one (1b) and NN-dialkylamines afforded the C-C bonded 1:1 adducts (8a-c) in 30-40% yield.
引用
收藏
页码:1703 / 1705
页数:3
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