Tetrahedron Letters

High-temperature continuous flow synthesis of 1, 3, 4-oxadiazoles via N-acylation of 5-substituted tetrazoles

B Reichart, CO Kappe

Index: Reichart, Benedikt; Kappe, C. Oliver Tetrahedron Letters, 2012 , vol. 53, # 8 p. 952 - 955

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Citation Number: 16

Abstract

Applying continuous flow processing in a high-temperature/high-pressure regime (200–220° C, 11–14bar) 2, 5-disubstituted-1, 3, 4-oxadiazoles are prepared in high yields within 5– 10min residence time by treatment of 5-substituted-1H-tetrazoles with anhydrides or acid chlorides as electrophiles (Huisgen reaction).

~80%

~87%

~93%

~86%

~83%

~95%

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