A Novel Metal-free Reductive Esterification of N-Tosylhydrazones with Carboxylic Acids

A novel method for the synthesis of esters via reductive coupling of N-tosylhydrazones with carboxylic acids under metal-free conditions has been developed. Various functional groups were found to be tolerable under the re- action conditions to afford low to good yields.

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Published inChinese journal of chemistry Vol. 30; no. 8; pp. 1862 - 1866
Main Author 周安坤 吴磊 李大志 陈庆庆 张晓 夏吾炯
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.08.2012
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ISSN1001-604X
1614-7065
DOI10.1002/cjoc.201200387

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Abstract A novel method for the synthesis of esters via reductive coupling of N-tosylhydrazones with carboxylic acids under metal-free conditions has been developed. Various functional groups were found to be tolerable under the re- action conditions to afford low to good yields.
AbstractList A novel method for the synthesis of esters via reductive coupling of N ‐tosylhydrazones with carboxylic acids under metal‐free conditions has been developed. Various functional groups were found to be tolerable under the reaction conditions to afford low to good yields.
A novel method for the synthesis of esters via reductive coupling of N-tosylhydrazones with carboxylic acids under metal-free conditions has been developed. Various functional groups were found to be tolerable under the re- action conditions to afford low to good yields.
A novel method for the synthesis of esters via reductive coupling of N-tosylhydrazones with carboxylic acids under metal-free conditions has been developed. Various functional groups were found to be tolerable under the reaction conditions to afford low to good yields.
A novel method for the synthesis of esters via reductive coupling of N‐tosylhydrazones with carboxylic acids under metal‐free conditions has been developed. Various functional groups were found to be tolerable under the reaction conditions to afford low to good yields. A novel method for the synthesis of esters via reductive coupling of N‐tosylhydrazones with carboxylic acids under metal‐free conditions has been developed. Various functional groups were found to be tolerable under the reaction conditions to afford up to 89% yield.
Author Zhang, Xiao
Zhou, Ankun
Li, Dazhi
Xia, Wujiong
Chen, Qingqing
Wu, Lei
AuthorAffiliation State Key Lab of Urban Water Resource and Environment, the Academy of Fundamental and Interdisciplinary Sciences, Harbin Institute of Technology, Harbin, Heilongjiang 150080, China
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crossref_primary_10_1002_adsc_201900341
crossref_primary_10_1002_cssc_202002167
crossref_primary_10_1021_acs_chemrev_4c00742
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Copyright Copyright © 2012 SIOC, CAS, Shanghai & WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
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Keywords esterification
metal-free
N-tosylhydrazones
carboxylic acids
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Zhou Ankun,Wu Lei, Li Dazhi, Chen Qingqing,Zhang Xiao,Xia Wujiong( State Key Lab of Urban Water Resource and Environment, the Academy of Fundamental and Interdisciplinary Sciences, Harbin Institute of Technology, Harbin, Heilongjiang 150080, China)
metal-free, N-tosylhydrazones, esterification, carboxylic acids
A novel method for the synthesis of esters via reductive coupling of N-tosylhydrazones with carboxylic acids under metal-free conditions has been developed. Various functional groups were found to be tolerable under the re- action conditions to afford low to good yields.
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  publication-title: TETRAHEDRON LETTERS
  doi: 10.1016/j.tetlet.2010.12.093
– volume: 50
  start-page: 6549
  year: 2009
  ident: WOS:000271280200033
  article-title: Expeditious synthesis of 1,1-diarylethylenes related to isocombretastatin A-4 (isoCA-4) via palladium-catalyzed arylation of N-tosylhydrazones with aryl triflates
  publication-title: TETRAHEDRON LETTERS
  doi: 10.1016/j.tetlet.2009.09.046
SSID ssj0027726
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Snippet A novel method for the synthesis of esters via reductive coupling of N-tosylhydrazones with carboxylic acids under metal-free conditions has been developed....
A novel method for the synthesis of esters via reductive coupling of N‐tosylhydrazones with carboxylic acids under metal‐free conditions has been developed....
A novel method for the synthesis of esters via reductive coupling of N ‐tosylhydrazones with carboxylic acids under metal‐free conditions has been developed....
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SubjectTerms Acids
Carboxylic acids
Chemistry
Chemistry, Multidisciplinary
esterification
Esters
metal-free
N-tosylhydrazones
Physical Sciences
Science & Technology
官能团
羧酸
还原偶联
酯化反应
金属条
Title A Novel Metal-free Reductive Esterification of N-Tosylhydrazones with Carboxylic Acids
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Volume 30
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