Construction of 1,2,4-Triazole Derivatives via Cyclocondensation of Alkylidene Dihydropyridines and Aryldiazonium Salts

Alkylidene dihydropyridines (anhydrobases) prepared via dearomatization of N-acylated 4-(aminomethyl)­pyridines participate in [3 + 2] cyclocondensation reactions with aryldiazonium cations to afford substituted 1,2,4-triazolium salts or neutral 1,2,4-triazoles in high isolated yield. The reaction p...

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Published inOrganic letters Vol. 18; no. 22; pp. 5916 - 5919
Main Authors Joshi, Madhur S, Pigge, F. Christopher
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 18.11.2016
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:Alkylidene dihydropyridines (anhydrobases) prepared via dearomatization of N-acylated 4-(aminomethyl)­pyridines participate in [3 + 2] cyclocondensation reactions with aryldiazonium cations to afford substituted 1,2,4-triazolium salts or neutral 1,2,4-triazoles in high isolated yield. The reaction proceeds in the presence of a variety of N-acyl groups and aryl-susbtituted diazonium salts and offers a general route to pyridyl-substituted 1,2,4-triazoles.
Bibliography:National Science Foundation
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b03019