Chinese Journal of Organic Chemistry >
Synthesis of Amide Class Heterocyclic Ketene Aminals
Received date: 2016-07-02
Revised date: 2016-08-25
Online published: 2016-09-08
Supported by
Project supported by the National Natural Science Foundation of China(Nos. 21362042, U1202221, 21662042), the Talent Found in Yunnan Province(No. 2012HB001), and the Excellent Young Talents, Yunnan University(No. XT412003).
In this paper,a concise protocol for synthesis of possess potential pharmacological active amide class heterocyclic ketene aminals(HKAs) has been developed,which based on the six or seven-membered HKAs 1~2,using aryl isocyanate 4 as acylation agent.The regioselective acylation reaction of HKAs in 1,4-dioxane at room temperature gave compounds 5~6 with 90%~98% yields.However,the five-membered HKAs 3 and aryl isocyanate 4 reacted in 1,4-dioxane catalyzed by Cs2CO3 at room temperature to obtain compounds 7 in 78%~93% yields.
Luo Dayun , Cui Shisheng , Hu Xingmei , Lin Jun , Yan Shengjiao . Synthesis of Amide Class Heterocyclic Ketene Aminals[J]. Chinese Journal of Organic Chemistry, 2017 , 37(1) : 166 -175 . DOI: 10.6023/cjoc201607002
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