Literature DB >> 18503279

Zinc-catalyzed synthesis of pyrazolines and pyrazoles via hydrohydrazination.

Karolin Alex1, Annegret Tillack, Nicolle Schwarz, Matthias Beller.   

Abstract

A novel regioselective synthesis of aryl-substituted pyrazolines and pyrazoles has been developed. Substituted phenylhydrazines react with 3-butynol in the presence of a catalytic amount of zinc triflate to give pyrazoline derivatives. The resulting products are easily oxidized in a one-pot procedure to the corresponding pyrazoles.

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Year:  2008        PMID： 18503279     DOI： 10.1021/ol800592s

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  6 in total

1.  Synthesis of substituted pyrazoles via tandem cross-coupling/electrocyclization of enol triflates and diazoacetates.

Authors:  David J Babinski; Hector R Aguilar; Raymond Still; Doug E Frantz
Journal:  J Org Chem       Date:  2011-06-27       Impact factor: 4.354

2.  TfOH mediated intermolecular electrocyclization for the synthesis of pyrazolines and its application in alkaloid synthesis.

Authors:  Sesuraj Babiola Annes; Pothiappan Vairaprakash; Subburethinam Ramesh
Journal:  RSC Adv       Date:  2018-08-24       Impact factor: 4.036

3.  KSF: an efficient catalyst for the regioselective synthesis of 1,5-diaryl pyrazoles using Baylis-Hillman adducts.

Authors:  Mohammad Nikpassand; Manouchehr Mamaghani; Khalil Tabatabaeian; Maryam Kupaei Abiazi
Journal:  Mol Divers       Date:  2009-02-21       Impact factor: 2.943

4.  Stereoselective synthesis of cis- or trans-3,5-disubstituted pyrazolidines via Pd-catalyzed carboamination reactions: use of allylic strain to control product stereochemistry through N-substituent manipulation.

Authors:  Natalie C Giampietro; John P Wolfe
Journal:  J Am Chem Soc       Date:  2008-09-06       Impact factor: 15.419

5.  External electric field: a new catalytic strategy for the anti-Markovnikov hydrohydrazination of parent hydrazine.

Authors:  Ming-Xia Zhang; Wen-Zuo Li; Hong-Liang Xu; Zi-Yan Zhou; Shu-Ping Zhuo
Journal:  RSC Adv       Date:  2021-03-22       Impact factor: 3.361

6.  Organocatalytic cascade aza-Michael/hemiacetal reaction between disubstituted hydrazines and α,β-unsaturated aldehydes: Highly diastereo- and enantioselective synthesis of pyrazolidine derivatives.

Authors:  Zhi-Cong Geng; Jian Chen; Ning Li; Xiao-Fei Huang; Yong Zhang; Ya-Wen Zhang; Xing-Wang Wang
Journal:  Beilstein J Org Chem       Date:  2012-10-09       Impact factor: 2.883
  6 in total

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