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

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, 5-chloro 2-hydrazino pyridine, and 2-hydrazine quinoline were formed in situ as anion receptors in the pr... Full description

Journal Title: Organic letters March 3, 2017, Vol.19(5), pp.1068-1071
Main Author: Pandurangan, Komala
Other Authors: Aletti, Anna B , Montroni, Devis , Kitchen, Jonathan A , Martínez-Calvo, Miguel , Blasco, Salvador , Gunnlaugsson, Thorfinnur , Scanlan, Eoin M
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1523-7052 ; DOI: 10.1021/acs.orglett.6b03645
Link: http://search.proquest.com/docview/1870640276/?pq-origsite=primo
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title: Supramolecular Anion Recognition Mediates One-Pot Synthesis of 3-Amino-[1,2,4]-triazolo Pyridines from Thiosemicarbazides.
format: Article
creator:
  • Pandurangan, Komala
  • Aletti, Anna B
  • Montroni, Devis
  • Kitchen, Jonathan A
  • Martínez-Calvo, Miguel
  • Blasco, Salvador
  • Gunnlaugsson, Thorfinnur
  • Scanlan, Eoin M
subjects:
  • Chemistry
ispartof: Organic letters, March 3, 2017, Vol.19(5), pp.1068-1071
description: 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, 5-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.
language: eng
source:
identifier: E-ISSN: 1523-7052 ; DOI: 10.1021/acs.orglett.6b03645
fulltext: fulltext
issn:
  • 15237052
  • 1523-7052
url: Link


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titleSupramolecular Anion Recognition Mediates One-Pot Synthesis of 3-Amino-[1,2,4]-triazolo Pyridines from Thiosemicarbazides.
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ispartofOrganic letters, March 3, 2017, Vol.19(5), pp.1068-1071
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descriptionA 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, 5-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.
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