Synthesis of 2-Amino-1,3,4-oxadiazoles and 2-Amino-1,3,4-thiadiazoles via Sequential Condensation and I2-Mediated Oxidative C-O/C-S Bond Formation

被引：129

作者：

Niu, Pengfei ^{[1
]}

Kong, Jinfeng ^{[1
]}

Tian, Xianhai ^{[1
]}

Song, Lina ^{[1
]}

Liu, Hongxu ^{[1
]}

Wu, Jie ^{[1
]}

Yu, Wenquan ^{[1
]}

Chang, Junbiao ^{[1
]}

机构：

[1] Zhengzhou Univ, Coll Chem & Mol Engn, Zhengzhou 450001, Henan, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 02期

基金：

中国国家自然科学基金; 中国博士后科学基金;

关键词：

ONE-POT SYNTHESIS; CATALYZED DIRECT AMINATION; 1,3,4-THIADIAZOLE DERIVATIVES; CONVENIENT SYNTHESIS; MOLECULAR-IODINE; 1,3,4-OXADIAZOLES; INHIBITORS; MILD; THIOSEMICARBAZIDES; ANTICONVULSANT;

D O I：

10.1021/jo502518c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Amino-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles were synthesized via condensation of semicarbazide/thiosemicarbazide and the corresponding aldehydes followed by I-2-mediated oxidative C-O/C-S bond formation. This transition-metal-free sequential synthesis process is compatible with aromatic, aliphatic, and cinnamic aldehydes, providing facile access to a variety of diazole derivatives bearing a 2-amino substituent in an efficient and scalable fashion.

引用

页码：1018 / 1024

页数：7

共 50 条

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