Catalytic alkynylation of ketones and aldehydes using quaternary ammonium hydroxide base

被引:108
作者
Ishikawa, T [1 ]
Mizuta, T
Hagiwara, K
Aikawa, T
Kudo, T
Saito, S
机构
[1] Okayama Univ, Sch Engn, Dept Biosci & Biotechnol, Okayama 7008530, Japan
[2] Okayama Univ, Sch Educ, Dept Chem, Okayama 7008530, Japan
关键词
D O I
10.1021/jo026592g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalytic alkynylation of diverse ketones and aldehydes using nonmetallic benzyltrimethylammonium hydroxide or a basic resin of the hydroxide type in DMSO is described. Aliphatic or alicyclic carbonyl partners gave satisfactory results, whereas aromatic ones afforded products with low yields. When aromatic aldehydes were reacted with phenylacetylene, enones such as chalcone derivatives were obtained in place of ynols. These organobase-catalyzed systems provide a practical nonmetallic protocol for C-C bond formation.
引用
收藏
页码:3702 / 3705
页数:4
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