Literature DB >> 30062889

Palladium-Catalyzed N-Arylation of Sulfoximines with Aryl Sulfonates.

Qingjing Yang1, Pui Ying Choy2, Qingyang Zhao2, Man Pan Leung2, Hoi Shan Chan2, Chau Ming So1, Wing-Tak Wong1, Fuk Yee Kwong1,2.   

Abstract

Palladium-catalyzed C-N bond coupling reaction between n class="Chemical">NH-sulfoximines and aryl halides (e.g., -Br, -I, and -Cl and pseudohalides -OTf and -ONf) was successfully achieved. Nevertheless, aryl tosylates/mesylates left much to be achieved. In this report, a general N-arylation of sulfoximines with aryl sulfonates is described. Using Pd(OAc)2/MeO-CM-phos complex, the N-aryl sulfoximine products can be obtained in good-to-excellent yields (up to 99%) with good common functional group compatibility. In addition to arene moieties, alkenyl tosylates are shown to be successful coupling partners.

Entities:  

Year:  2018        PMID: 30062889     DOI: 10.1021/acs.joc.8b01599

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

Review 1.  Synthesis and Transformations of NH-Sulfoximines.

Authors:  Michael Andresini; Arianna Tota; Leonardo Degennaro; James A Bull; Renzo Luisi
Journal:  Chemistry       Date:  2021-10-13       Impact factor: 5.020

2.  N-Arylation of NH-Sulfoximines via Dual Nickel Photocatalysis.

Authors:  Alexander Wimmer; Burkhard König
Journal:  Org Lett       Date:  2019-04-02       Impact factor: 6.005

3.  Autocatalytic photoredox Chan-Lam coupling of free diaryl sulfoximines with arylboronic acids.

Authors:  Cong Wang; Hui Zhang; Lucille A Wells; Tian Liu; Tingting Meng; Qingchao Liu; Patrick J Walsh; Marisa C Kozlowski; Tiezheng Jia
Journal:  Nat Commun       Date:  2021-02-10       Impact factor: 14.919

  3 in total

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