Molecular iodine-mediated S-N and C-N cross-coupling and oxidative aromatization of 3,4-dihydropyrimidin-2(1H)-thiones with secondary amines

被引:21
作者
Quan, Zheng-Jun
Lv, Ying
Wang, Zhong-Jie
Zhang, Zhang
Da, Yu-Xia
Wang, Xi-Cun [1 ]
机构
[1] Minist Educ, Key Lab Ecoenvironm Related Polymer Mat, Lanzhou 730070, Gansu, Peoples R China
关键词
C2-Functionalized pyrimidines; Oxidative aromatization; 3,4-Dihydropyrimidin-2(1H)-ones; S-N coupling; C-N coupling; BIGINELLI DIHYDROPYRIMIDINE SYNTHESIS; CARBON-CARBON; BORONIC ACIDS; PHASE SYNTHESIS; SOLID-PHASE; PYRIMIDINES; DERIVATIVES; INHIBITORS; ALKALOIDS;
D O I
10.1016/j.tetlet.2013.01.113
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A domino S-N and C-N coupling/oxidative aromatization process to synthesize 2-aminothio-phenylpyrimidines and 2-amino-phenylpyrimidines by S-N and C-N cross-coupling reactions is described. This methodology couples 3,4-dihydropyrimidine-2-thiones and secondary amines catalyzed by molecular iodine. Remarkably the C-N coupled product was obtained via a desulfitative coupling-aromatization reaction in one-pot reaction. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1884 / 1887
页数:4
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