Literature DB >> 24988474

Three-component coupling reaction triggered by insertion of arynes into the S═O bond of DMSO.

Feng-Lei Liu1, Jia-Rong Chen, You-Quan Zou, Qiang Wei, Wen-Jing Xiao.   

Abstract

An unprecedented three-component coupling reaction of arynes, α-bromo carbonyl compounds, and DMSO triggered by insertion of arynes into the S═O bond of DMSO has been developed. The reaction can generate a wide range of multisubstituted aryl methyl thioethers in good yields, wherein DMSO serves as both methylthiolation reagent and oxygen source.

Entities:  

Year:  2014        PMID： 24988474     DOI： 10.1021/ol501638x

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


  6 in total

1.  Aryne cycloaddition reactions of benzodioxasilines as aryne precursors generated by catalytic reductive ortho-C-H silylation of phenols with traceless acetal directing groups.

Authors:  Parham Asgari; Udaya Sree Dakarapu; Hiep H Nguyen; Junha Jeon
Journal:  Tetrahedron       Date:  2016-12-08       Impact factor: 2.457

2.  Transition-Metal-Free C3 Arylation of Indoles with Aryl Halides.

Authors:  Ji Chen; Jimmy Wu
Journal:  Angew Chem Int Ed Engl       Date:  2017-03-03       Impact factor: 15.336

3.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

4.  Sequential cycloaddition and ring expansion reaction of arynes and methylenebenzothiopheneones: synthesis of a benzo-fused eight-membered ring via sulfonium ylides.

Authors:  Peng Xiao; Shikuan Su; Wei Wang; Weiguo Cao; Jie Chen; Jian Li; Yali Chen
Journal:  RSC Adv       Date:  2019-11-29       Impact factor: 3.361

5.  Reductive Deamination by Benzyne for Deoxy Sugar Synthesis Through a Domino Reaction.

Authors:  Jih Ru Hwu; D Balaji Chandrasekhar; Kuo Chu Hwang; Chun-Cheng Lin; Jia-Cherng Horng; Fa-Kuen Shieh
Journal:  ChemistryOpen       Date:  2017-05-05       Impact factor: 2.911

6.  Unexpected Substituent Effects in Spiro-Compound Formation: Steering N-Aryl Propynamides and DMSO toward Site-Specific Sulfination in Quinolin-2-ones or Spiro[4,5]trienones.

Authors:  Xiaoxian Li; Yuanxun Wang; Yaxin Ouyang; Zhenyang Yu; Beibei Zhang; Jingran Zhang; Haofeng Shi; Han Zuilhof; Yunfei Du
Journal:  J Org Chem       Date:  2021-06-29       Impact factor: 4.354
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.