One‐Pot Synthesis of 3‐Aryl‐5‐amino‐1,2,4‐thiadiazoles from Imidates and Thioureas by I 2 ‐Mediated Oxidative Construction of the N–S Bond | Zendy

Chai Ling | Zendy; Lai Zhenzhen | Zendy; Xia Qiangqiang | Zendy; Yuan Jiangpei | Zendy; Bian Qilong | Zendy; Yu Mingjian | Zendy; Zhang Wenkai | Zendy; Xu Yuanqing | Zendy; Xu Hao | Zendy

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One‐Pot Synthesis of 3‐Aryl‐5‐amino‐1,2,4‐thiadiazoles from Imidates and Thioureas by I 2 ‐Mediated Oxidative Construction of the N–S Bond

Author(s) -

Chai Ling,

Lai Zhenzhen,

Xia Qiangqiang,

Yuan Jiangpei,

Bian Qilong,

Yu Mingjian,

Zhang Wenkai,

Xu Yuanqing,

Xu Hao

Publication year - 2018

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201800670

Subject(s) - thiadiazoles , chemistry , aryl , nucleophile , nucleophilic addition , oxidative phosphorylation , combinatorial chemistry , amino acid , base (topology) , medicinal chemistry , organic chemistry , catalysis , biochemistry , mathematical analysis , alkyl , mathematics

A simple and practical method for the one‐pot synthesis of 3‐aryl‐5‐amino‐1,2,4‐thiadiazoles from imidates and thioureas has been developed. The protocol proceeds through sequential base‐mediated nucleophilic addition‐elimination reactions and an I 2 ‐mediated oxidative coupling for the N–S bond formation. The approach employes readily available and nontoxic substrates and a simple workup to provide 3‐aryl‐5‐amino‐1,2,4‐thiadiazoles that have a free or substituted amino group.

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