Literature DB >> 24001113

PhI(OAc)2-mediated synthesis of 6-(trifluoromethyl)phenanthridines by oxidative cyclization of 2-isocyanobiphenyls with CF3SiMe3 under metal-free conditions.

Qile Wang1, Xichang Dong, Tiebo Xiao, Lei Zhou.   

Abstract

A mild and efficient method for the synthesis of 6-(trifluoromethyl)phenanthridines through oxidative cyclization of 2-isocyanobiphenyls with CF3SiMe3 under metal-free conditions was developed. The reaction allows the direct formation of C-CF3 bonds and rapid access to phenanthridine ring systems in one catalytic cycle.

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Year:  2013        PMID: 24001113     DOI: 10.1021/ol4022589

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


  6 in total

Review 1.  The electron is a catalyst.

Authors:  Armido Studer; Dennis P Curran
Journal:  Nat Chem       Date:  2014-09       Impact factor: 24.427

Review 2.  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

Review 3.  Come-back of phenanthridine and phenanthridinium derivatives in the 21st century.

Authors:  Lidija-Marija Tumir; Marijana Radić Stojković; Ivo Piantanida
Journal:  Beilstein J Org Chem       Date:  2014-12-10       Impact factor: 2.883

4.  Photoinitiated Three-Component α-Perfluoroalkyl-β-heteroarylation of Unactivated Alkenes via Electron Catalysis.

Authors:  Danqing Zheng; Armido Studer
Journal:  Org Lett       Date:  2018-12-21       Impact factor: 6.005

5.  Oxidative Photocyclization of Aromatic Schiff Bases in Synthesis of Phenanthridines and Other Aza-PAHs.

Authors:  Martin Kos; Jaroslav Žádný; Jan Storch; Vladimír Církva; Petra Cuřínová; Jan Sýkora; Ivana Císařová; Febin Kuriakose; Igor V Alabugin
Journal:  Int J Mol Sci       Date:  2020-08-15       Impact factor: 5.923

6.  Metal-free oxidative isocyanides insertion with aromatic aldehydes to aroylated N-heterocycles.

Authors:  Yimiao He; Xuelian Wang; Jun-An Xiao; Jinying Pang; Chunfang Gan; Yanmin Huang; Chusheng Huang
Journal:  RSC Adv       Date:  2018-01-15       Impact factor: 3.361

  6 in total

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