A New Route to Synthesis of 3,6‐Diaryl‐1,2,4‐triazolo[3,4‐<i>b</i>]1,3,4‐oxadiazoles

Qiu, Zaozao; Dai, Chong; Chao, Shujun; Xu, Peng‐Fei; Zhang, Ziyi

doi:10.1002/jccs.200400195

Cited by 3 publications

(1 citation statement)

References 8 publications

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“…In nearly all approaches to 1 the oxadiazole is first prepared and the triazole is formed in the final step. For instance, 1,3,4-oxadiazoles functionalized at the 2-position with acylhydrazines ( 2 ), 19,23-25 hydrazones ( 3 ), 26-27 and unsubstituted hydrazines ( 4 ) 20,28-29 can be directly converted to 1 via triazole cyclization. The triazole has also been formed by reacting hydrazine hydrate with either EtOH and amino oxadiazoles ( 5 ), 21 N -substituted oxadiazolines ( 6 ), 30 or N -acylated oxadiazolones ( 7 ).…”

Section: Introductionmentioning

confidence: 99%

Rapid, microwave accelerated synthesis of [1,2,4]triazolo[3,4- b ][1,3,4]oxadiazoles from 4-acylamino-1,2,4-triazoles

Breunig

Olson

Harki

2016

Tetrahedron Letters

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1,2,4-Triazoles and 1,3,4-oxadiazoles are prevalent moieties in pharmaceutical agents, yet fused [1,2,4]-triazolo[3,4-b][1,3,4]oxadiazoles are surprisingly under-represented for both synthesis and biological application. We report a rapid, two-step synthesis of [1,2,4]-triazolo[3,4-b][1,3,4]oxadiazoles from commercial 4-amino-1,2,4-triazoles that is highlighted by a microwave accelerated intramolecular cyclization to generate the fused ring system. Our efforts to optimize reaction conditions and elucidate reaction mechanism are also described.

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