Literature DB >> 24114879

Copper-catalyzed trifluoromethylation-cyclization of enynes: highly regioselective construction of trifluoromethylated carbocycles and heterocycles.

Pin Gao1, Xiao-Biao Yan, Tao Tao, Fan Yang, Ting He, Xian-Rong Song, Xue-Yuan Liu, Yong-Min Liang.   

Abstract

Regioselective trifluoromethylation-cyclization: A method for copper-catalyzed trifluoromethylation-cyclization of simple enynes using the CC triple bond as a nucleophile is reported for the first time. The reaction proceeds efficiently in a highly regioselective manner to give various 5- or 6-exo-dig carbocycles and heterocycles in moderate to high yields.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  copper; cyclization; enynes; regioselectivity; trifluoromethylation

Mesh:

Substances:

Year:  2013        PMID: 24114879     DOI: 10.1002/chem.201303025

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  3 in total

Review 1.  Addition of CF3 across unsaturated moieties: a powerful functionalization tool.

Authors:  Estíbaliz Merino; Cristina Nevado
Journal:  Chem Soc Rev       Date:  2014-05-02       Impact factor: 54.564

2.  Product Control in Alkene Trifluoromethylation: Hydrotrifluoromethylation, Vinylic Trifluoromethylation, and Iodotrifluoromethylation using Togni Reagent.

Authors:  Hiromichi Egami; Yoshihiko Usui; Shintaro Kawamura; Sayoko Nagashima; Mikiko Sodeoka
Journal:  Chem Asian J       Date:  2015-06-16

Review 3.  Hypervalent organoiodine compounds: from reagents to valuable building blocks in synthesis.

Authors:  Gwendal Grelier; Benjamin Darses; Philippe Dauban
Journal:  Beilstein J Org Chem       Date:  2018-06-21       Impact factor: 2.883

  3 in total

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