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Thiophenylhydrazonoacetates in heterocyclic synthesis

Thiophenylhydrazonoacetates in heterocyclic synthesis Benzo(b)thiophen‐2‐yl‐hydrazonoesters 4 were synthesized by coupling of 2‐diazo‐4,5,6,7‐tetrahydrobenzo(b)thiophene‐3‐carboxamide (1) with either ethyl cyanoacetate or ethyl acetoacetate. The reactivity of 4 toward a variety of nitrogen nucleophiles was investigated to yield pyrazole, isoxazole, pyrimidine, triazine, pyrazolopyridine, and pyrazolopyrimidine derivatives. © 2003 Wiley Periodicals, Inc. 15:15–20, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/.hc10205 http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Heteroatom Chemistry Wiley

Thiophenylhydrazonoacetates in heterocyclic synthesis

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References (18)

Publisher
Wiley
Copyright
Copyright © 2003 Wiley Periodicals, Inc.
ISSN
1042-7163
eISSN
1098-1071
DOI
10.1002/hc.10205
Publisher site
See Article on Publisher Site

Abstract

Benzo(b)thiophen‐2‐yl‐hydrazonoesters 4 were synthesized by coupling of 2‐diazo‐4,5,6,7‐tetrahydrobenzo(b)thiophene‐3‐carboxamide (1) with either ethyl cyanoacetate or ethyl acetoacetate. The reactivity of 4 toward a variety of nitrogen nucleophiles was investigated to yield pyrazole, isoxazole, pyrimidine, triazine, pyrazolopyridine, and pyrazolopyrimidine derivatives. © 2003 Wiley Periodicals, Inc. 15:15–20, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/.hc10205

Journal

Heteroatom ChemistryWiley

Published: Jan 1, 2004

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