T3P-Mediated N–N Cyclization for the Synthesis of 1,2,4-Triazolo[1,5‑a]pyridines

Propylphosphonic anhydride has been shown to be an effective reagent for the synthesis of substituted [1,2,4]­triazolo­[1,5-a]­pyridines from the corresponding N′-hydroxy-N-formimidamides. The reactions worked under mild conditions and exhibited wide functional group tolerance, delivering the triazo...

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Published inOrganic process research & development Vol. 23; no. 11; pp. 2510 - 2515
Main Authors Ayothiraman, Rajaram, Bandaru, Durgarao, Paranthaman, Ranjitha, Fenster, Michaël, Eastgate, Martin D, Vaidyanathan, Rajappa
Format Journal Article
LanguageEnglish
Published American Chemical Society 15.11.2019
Subjects
N−N bond formation
propylphosphonic anhydride
1,2,4-triazolo[1,5-a]pyridine
1,2,4-triazole
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Summary:Propylphosphonic anhydride has been shown to be an effective reagent for the synthesis of substituted [1,2,4]­triazolo­[1,5-a]­pyridines from the corresponding N′-hydroxy-N-formimidamides. The reactions worked under mild conditions and exhibited wide functional group tolerance, delivering the triazolopyridines in good to excellent yields and purities.
ISSN:1083-6160
1520-586X
DOI:10.1021/acs.oprd.9b00396