1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction
Author(s) -
Qian Wang,
Kumchok C. Mgimpatsang,
Markella Konstantinidou,
Svitlana V. Shishkina,
Alexander Dömlingꝉ
Publication year - 2019
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.9b02614
Subject(s) - tetrazole , chemistry , combinatorial chemistry , sequence (biology) , functional group , oxadiazole , organic chemistry , biochemistry , polymer
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.
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