Literature DB >> 26166814

Copper-catalyzed trifluoromethylation of alkenes: synthesis of trifluoromethylated benzoxazines.

Sadhan Jana1, Athira Ashokan, Shailesh Kumar, Ajay Verma, Sangit Kumar.   

Abstract

A simple base and ligand free copper catalyzed method for the construction of trifluoromethylated benzoxazines has been developed by using Umemoto's reagent. It involves the oxidative difunctionalization of alkenes through tandem C-O and C-CF3 bond formations. Furthermore, synthesized benzoxazines were selectively converted into trifluoromethylated allylic and (E)-vinylic benzamides by the treatment of KO(t)Bu and CH3Li, respectively.

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Year:  2015        PMID： 26166814     DOI： 10.1039/c5ob01196e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  4 in total

1.  Synthesis and applications of S-(trifluoromethyl)-2,8-bis(trifluoromethoxy)dibenzothiophenium triflate (Umemoto reagent IV).

Authors:  Sagar R Mudshinge; Gerald B Hammond; Teruo Umemoto
Journal:  J Fluor Chem       Date:  2022-07-03       Impact factor: 2.226

2.  Metal-free alkene oxy- and amino-perfluoroalkylations via carbocation formation by using perfluoro acid anhydrides: unique reactivity between styrenes and perfluoro diacyl peroxides.

Authors:  Elena Valverde; Shintaro Kawamura; Daisuke Sekine; Mikiko Sodeoka
Journal:  Chem Sci       Date:  2018-08-01       Impact factor: 9.825

3.  Iodine-mediated oxythiolation of o-vinylanilides with disulfides for the synthesis of benzoxazines.

Authors:  Yu Yang; Liyan Liu; Kuiliang Li; Zhenggen Zha; Qi Sun; Zhiyong Wang
Journal:  RSC Adv       Date:  2022-03-04       Impact factor: 3.361

4.  Visible-light-induced oxidant and metal-free dehydrogenative cascade trifluoromethylation and oxidation of 1,6-enynes with water.

Authors:  Sadhan Jana; Ajay Verma; Rahul Kadu; Sangit Kumar
Journal:  Chem Sci       Date:  2017-07-10       Impact factor: 9.825
  4 in total

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