Literature DB >> 20205439

1,3-Dipolar cycloaddition reactions of vinylidenecyclopropane-diesters with aromatic diazomethanes generated in situ.

Lei Wu1, Min Shi.   

Abstract

1,3-Dipolar cycloaddition reactions of VDCP-diesters with aromatic diazomethanes generated in situ from the corresponding aromatic aldehydes and tosylhydrazine mediated by base produce pyrazole derivatives in good yields under mild conditions. A plausible reaction mechanism has been proposed on the basis of control experiments along with the discussion on the regioselectivity.

Entities:  

Year:  2010        PMID： 20205439     DOI： 10.1021/jo100105k

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 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.  Vinylogous reactivity of enol diazoacetates with donor-acceptor substituted hydrazones. Synthesis of substituted pyrazole derivatives.

Authors:  Xinfang Xu; Peter Y Zavalij; Wenhao Hu; Michael P Doyle
Journal:  J Org Chem       Date:  2013-01-24       Impact factor: 4.354

3.  Cu-catalyzed C-C bond formation of vinylidene cyclopropanes with carbon nucleophiles.

Authors:  Jichao Chen; Shang Gao; Ming Chen
Journal:  Chem Sci       Date:  2019-10-09       Impact factor: 9.825
  3 in total

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