Dual Roles of Methyl Ketones in Radziszewski-Type Reaction: Formal [2+1+1+1] Synthesis of 1,2,5-Trisubstituted lmidazoles

被引:58
|
作者
Zhang, Jingjing [1 ]
Gao, Qinghe [1 ]
Wu, Xia [1 ]
Geng, Xiao [1 ]
Wu, Yan-Dong [1 ]
Wu, Anxin [1 ]
机构
[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China
基金
中国国家自然科学基金;
关键词
ONE-POT SYNTHESIS; ARYL KETONES; TETRASUBSTITUTED IMIDAZOLES; SUBSTITUTED QUINOLINES; PRACTICAL SYNTHESIS; FACILE SYNTHESIS; DOMINO REACTION; METAL-FREE; DERIVATIVES; BENZOTHIAZOLES;
D O I
10.1021/acs.orglett.6b00607
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient molecular iodine mediated Radziszewski-type reaction of methyl ketones, anilines, and tosylinethyl isocyanide has been developed. This protocol represents an elegant molecular fragment assembly of imidazoles via a formal [2 + 1 + 1 + 1] annulation. It is the first example where methyl ketones serve as the alpha-dicarbonyl compounds and aldehydes in Radziszewski-type reactions.
引用
收藏
页码:1686 / 1689
页数:4
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