Supramolecular Anion Recognition Mediates One-Pot Synthesis of 3-Amino-[1,2,4]-triazolo Pyridines from Thiosemicarbazides

被引：19

作者：

Pandurangan, Komala

Aletti, Anna B.

Montroni, Devis

Kitchen, Jonathan. A.

Martinez-Calvo, Miguel

Blasco, Salvador

Gunnlaugsson, Thorfinnur ^{[1
]}

Scanlan, Eoin M. ^{[1
]}

机构：

[1] Univ Dublin, Sch Chem, Trinity Coll Dublin, Dublin 2, Ireland

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 05期

基金：

爱尔兰科学基金会;

关键词：

COLORIMETRIC NAKED-EYE; AQUEOUS-SOLUTION; SINGLE-STEP; DEPROTONATION; INHIBITORS; RECEPTORS; FLUORIDE; THIOUREA; SENSORS; UREA;

D O I：

10.1021/acs.orglett.6b03645

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile one-pot synthesis of 3-amino-[1,2,4]-triazolo[4,3-a]pyridines from thiosemicarbazides through anion mediated synthesis is reported. Thiosemicarbazides derived from 2-hydrazino pyridine, S-chloro 2-hydrazino pyridine, and 2-hydrazine quinoline were formed in situ as anion receptors in the presence of TBAF. Under microwave heating, thiosemicarbazides furnished the triazolo pyridines in good to moderate yields. The formation of the thiosemicarbazides hydrogen bonding anion receptors was critical in cascading the reaction toward the formation of the triazolo pyridines.

引用

收藏

页码：1068 / 1071

页数：4

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