Literature DB >> 25974253

Trifluoromethyl-substituted sulfonium ylide: Rh-catalyzed carbenoid addition to trifluoromethylthioether.

Yafei Liu1, Xinxin Shao1, Panpan Zhang1, Long Lu1, Qilong Shen1.   

Abstract

A highly efficient Rh-catalyzed carbenoid addition to trifluoromethylthioether for the formation of trifluoromethyl-substituted sulfonium ylide is described. The trifluoromethyl-substituted sulfonium ylide can act as an electrophilic trifluoromethylation reagent, as demonstrated by trifluoromethylation of β-ketoesters and aryl iodides.

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Year:  2015        PMID: 25974253     DOI: 10.1021/acs.orglett.5b01170

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


  5 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.  Sulfur(iv)-mediated umpolung α-heterofunctionalization of 2-oxazolines.

Authors:  Qifeng Zhang; Yuchen Liang; Ruiqi Li; Ziyi Huang; Lichun Kong; Peng Du; Bo Peng
Journal:  Chem Sci       Date:  2022-04-09       Impact factor: 9.969

Review 3.  Progress in copper-catalyzed trifluoromethylation.

Authors:  Guan-Bao Li; Chao Zhang; Chun Song; Yu-Dao Ma
Journal:  Beilstein J Org Chem       Date:  2018-01-17       Impact factor: 2.883

4.  One-pot sequential synthesis of tetrasubstituted thiophenes via sulfur ylide-like intermediates.

Authors:  Jun Ki Kim; Hwan Jung Lim; Kyung Chae Jeong; Seong Jun Park
Journal:  Beilstein J Org Chem       Date:  2018-01-26       Impact factor: 2.883

5.  Rh(II)-mediated domino [4 + 1]-annulation of α-cyanothioacetamides using diazoesters: A new entry for the synthesis of multisubstituted thiophenes.

Authors:  Jury J Medvedev; Ilya V Efimov; Yuri M Shafran; Vitaliy V Suslonov; Vasiliy A Bakulev; Valerij A Nikolaev
Journal:  Beilstein J Org Chem       Date:  2017-11-30       Impact factor: 2.883

  5 in total

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