Unprecedented carbon-carbon bond cleavage in nucleophilic aziridine ring opening reaction, efficient ring transformation of aziridines to imidazolidin-4-ones
Unprecedented carbon-carbon bond cleavage in nucleophilic aziridine ring opening reaction, efficient ring transformation of aziridines to imidazolidin-4-ones
复制标题
亲核氮丙啶开环反应中前所未有的碳-碳键断裂，氮丙啶高效环转化为咪唑烷-4-酮
DOI：
10.1039/b816007d
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发表时间：
2009-01-01
影响因子：
4.9
通讯作者：
Wang, Mei-Xiang
中科院分区：
文献类型：
--
作者：
Wang, Jin-Yuan;Hu, Yuan;Wang, Mei-Xiang
N-苯乙烯基-3-芳基-1-甲基氮丙啶-2-甲酰胺类化合物是由3-芳基-1-甲基氮丙啶-2-甲酰胺与1-芳基-2-溴乙烯在Cs_2CO_3存在下，以CuI/N，N-二甲基甘氨酸为催化剂，通过交叉偶联反应合成的，通过氮丙啶的碳碳键断裂有效地进行了碱介导的分子内亲核氮丙啶开环反应，得到了扩环的咪唑烷-4-一种是高产率的产品。
N-Styryl-3-aryl-1-methylaziridine-2-carboxamides, which were readily obtained from the cross coupling reaction between 3-aryl-1-methylaziridine-2-carboxamides and 1-aryl-2-bromoethenes catalyzed by CuI/N,N-dimethylglycine in the presence of Cs2CO3, underwent a base-mediated intramolecular nucleophilic aziridine ring opening reaction effectively via the carbon carbon bond cleavage of aziridine to afford the ring expanded imidazolidin-4-one products in good yields.