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1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction.

ABSTRACT: Easy to perform, functional group tolerant, and short syntheses of the privileged scaffold oxadiazole are highly desired. Here, a metal-free protocol for MCR-based synthesis of 2,5-disubstituted 1,3,4-oxadiazoles via a Ugi-tetrazole/Huisgen sequence was developed. Optimization and scope and limitations of this short and general sequence are described. The reaction was also successfully performed on a gram scale.

SUBMITTER: Wang Q

PROVIDER: S-EPMC6759755 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction.

Wang Qian Q Mgimpatsang Kumchok C KC Konstantinidou Markella M Shishkina Svitlana V SV Dömling Alexander A

Organic letters 20190903 18

Easy to perform, functional group tolerant, and short syntheses of the privileged scaffold oxadiazole are highly desired. Here, a metal-free protocol for MCR-based synthesis of 2,5-disubstituted 1,3,4-oxadiazoles via a Ugi-tetrazole/Huisgen sequence was developed. Optimization and scope and limitations of this short and general sequence are described. The reaction was also successfully performed on a gram scale. ...[more]

PMID: 31478379

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