Literature DB >> 31754668

One-pot fluorosulfurylation of Grignard reagents using sulfuryl fluoride.

Cayo Lee1, Nicholas D Ball, Glenn M Sammis.   

Abstract

Herein, we report a new method for the one-pot syntheses of sulfonyl fluorides. Addition of an alkyl, aryl, or heteroaryl Grignard to a solution of sulfuryl fluoride at ambient temperature affords the desired sulfonyl fluorides in 18-78% yield. Furthermore, this method is applicable for in situ sequential reactions, whereby the Grignard reagent can be converted to the corresponding diarylsulfone, sulfonate ester, or sulfonamide in a one-pot process.

Entities:  

Year:  2019        PMID: 31754668     DOI: 10.1039/c9cc08487h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 in total

1.  A practical fluorosulfonylating platform via photocatalytic imidazolium-based SO2F radical reagent.

Authors:  Weigang Zhang; Heyin Li; Xiaojuan Li; Zhenlei Zou; Mengjun Huang; Jiyang Liu; Xiaochen Wang; Shengyang Ni; Yi Pan; Yi Wang
Journal:  Nat Commun       Date:  2022-06-18       Impact factor: 17.694

2.  Photoredox catalytic radical fluorosulfonylation of olefins enabled by a bench-stable redox-active fluorosulfonyl radical precursor.

Authors:  Peng Wang; Honghai Zhang; Xingliang Nie; Tianxiao Xu; Saihu Liao
Journal:  Nat Commun       Date:  2022-06-11       Impact factor: 17.694

3.  Redox-Neutral Organometallic Elementary Steps at Bismuth: Catalytic Synthesis of Aryl Sulfonyl Fluorides.

Authors:  Marc Magre; Josep Cornella
Journal:  J Am Chem Soc       Date:  2021-12-16       Impact factor: 15.419

4.  SuFEx-enabled, chemoselective synthesis of triflates, triflamides and triflimidates.

Authors:  Bing-Yu Li; Lauren Voets; Ruben Van Lommel; Fien Hoppenbrouwers; Mercedes Alonso; Steven H L Verhelst; Wim M De Borggraeve; Joachim Demaerel
Journal:  Chem Sci       Date:  2022-01-05       Impact factor: 9.825

Review 5.  (Hetero)aryl-SVI Fluorides: Synthetic Development and Opportunities.

Authors:  Marc Magre; Shengyang Ni; Josep Cornella
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-27       Impact factor: 16.823

  5 in total

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