详细信息

EFFICIENT AND BENIGN ONE-POT CONVERSION OF N-TOSYL-1,4,5,6-TETRAHYDROPYRIMIDINES TO PYRIMIDINES VIA TANDEM β-ELIMINATION AND AROMATIZATION  ( SCI-EXPANDED收录 EI收录)  

文献类型:期刊文献

英文题名:EFFICIENT AND BENIGN ONE-POT CONVERSION OF N-TOSYL-1,4,5,6-TETRAHYDROPYRIMIDINES TO PYRIMIDINES VIA TANDEM β-ELIMINATION AND AROMATIZATION

作者:Trieu, Tien Ha[1];Dong, Jing[1];Shi, Xiao-Xin[1];Lu, Xia[1];Zhang, Qiang[1]

机构:[1]E China Univ Sci & Technol, Sch Pharm, Dept Pharmaceut Engn, Shanghai 200237, Peoples R China

年份:2013

卷号:43

期号:23

起止页码:3141

外文期刊名:SYNTHETIC COMMUNICATIONS

收录:;EI(收录号:20242616521574);WOS:【SCI-EXPANDED(收录号:WOS:000329425400005),CCR-EXPANDED(收录号:WOS:000329425400005)】;

基金:We thank the National Natural Science Foundation of China (No. 20972048) and the Shanghai Educational Development Foundation (Dawn Program No. 03SG27) for the financial support of this work.

语种:英文

外文关键词:Aromatization; beta-elimination; nitrogen-containg heterocycles; pyrimidines; synthetic methods; N-tosyl-1,4,5,6-tetrahydropyrimidines

摘要:An efficient, mild, benign, and practical method for one-pot conversion of N-tosyl-1,4,5,6-tetrahydropyrimidines into pyrimidines is discussed in detail. In this method, N-tosyl-1,4,5,6-tetrahydropyrimidines are first prepared via N-tosylation of tetrahydropyrimidines with TsCl and then treated with 1.5 equivalents of NaOH in dimethylsulfoxide (DMSO) under air at 60 degrees C to afford corresponding pyrimidines in 70-95% yields via cascade -elimination and aromatization. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resources: Full experimental and spectral details.]

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