Literature DB >> 29575520

Sulfoximidations of Benzylic C-H bonds by Photocatalysis.

Han Wang1, Duo Zhang1, Carsten Bolm1.   

Abstract

An efficient photocatalytic functionalization of compounds with benzylic C-H bonds by sulfoximidation in visible light is described. The mild reaction conditions allow the use of a broad array of substrates, including diarylmethane, alkyl arenes, arylacetonitrile, 2-arylacetate, and alkynyl aryl methanes. The sulfoximidation process is highly chemoselective and leads to the corresponding sulfoximines in generally good yields. Mechanistic investigations suggested the intermediacy of sulfoximidoyl radicals.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  hypervalent iodine; photocatalysis; radicals; sulfoximidation; sulfoximines

Year:  2018        PMID: 29575520     DOI: 10.1002/anie.201801660

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  7 in total

1.  Site-Selective Synthesis of N-Benzyl 2,4,6-Collidinium Salts by Electrooxidative C-H Functionalization.

Authors:  Bill J Motsch; Sarah E Wengryniuk
Journal:  Org Lett       Date:  2022-08-08       Impact factor: 6.072

2.  Ritter-type amination of C(sp3)-H bonds enabled by electrochemistry with SO42.

Authors:  Ling Zhang; Youtian Fu; Yi Shen; Chengyu Liu; Maolin Sun; Ruihua Cheng; Weiping Zhu; Xuhong Qian; Yueyue Ma; Jinxing Ye
Journal:  Nat Commun       Date:  2022-07-16       Impact factor: 17.694

3.  One-Pot Synthesis of N-Iodo Sulfoximines from Sulfides.

Authors:  Anže Zupanc; Marjan Jereb
Journal:  J Org Chem       Date:  2021-03-25       Impact factor: 4.354

Review 4.  Photoredox-Catalyzed C-H Functionalization Reactions.

Authors:  Natalie Holmberg-Douglas; David A Nicewicz
Journal:  Chem Rev       Date:  2021-09-29       Impact factor: 60.622

5.  Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents.

Authors:  Yonghoon Moon; Bohyun Park; Inwon Kim; Gyumin Kang; Sanghoon Shin; Dahye Kang; Mu-Hyun Baik; Sungwoo Hong
Journal:  Nat Commun       Date:  2019-09-11       Impact factor: 14.919

6.  Stereoretentive and regioselective selenium-catalyzed intermolecular propargylic C-H amination of alkynes.

Authors:  T Parker Maloney; Alexander F Dohoda; Alec C Zhu; Forrest E Michael
Journal:  Chem Sci       Date:  2022-01-27       Impact factor: 9.825

Review 7.  Benzylic Methylene Functionalizations of Diarylmethanes.

Authors:  Upma Gulati; Radhika Gandhi; Joydev K Laha
Journal:  Chem Asian J       Date:  2020-09-09
  7 in total

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