Literature DB >> 21142088

Rhodium(I)-catalyzed addition of arylboronic acids to (benzyl-/arylsulfonyl)acetonitriles: efficient synthesis of (Z)-β-sulfonylvinylamines and β-keto sulfones.

Gavin Chit Tsui1, Quentin Glenadel, Chan Lau, Mark Lautens.   

Abstract

An efficient rhodium(I)-catalyzed addition of arylboronic acids to (benzyl-/arylsulfonyl)acetonitrile is described. Novel β-sulfonylvinylamine products are formed in a stereoselective fashion (Z-alkene). Upon hydrolysis, useful β-keto sulfones are obtained with a broad scope of aryl and sulfonyl substituents.

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Year:  2010        PMID： 21142088     DOI： 10.1021/ol102598p

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


  3 in total

1.  Mechanism of Inactivation of Neuronal Nitric Oxide Synthase by (S)-2-Amino-5-(2-(methylthio)acetimidamido)pentanoic Acid.

Authors:  Wei Tang; Huiying Li; Emma H Doud; Yunqiu Chen; Stephanie Choing; Carla Plaza; Neil L Kelleher; Thomas L Poulos; Richard B Silverman
Journal:  J Am Chem Soc       Date:  2015-05-05       Impact factor: 15.419

2.  Ligand-Mediated and Copper-Catalyzed C(sp(3))-H Bond Functionalization of Aryl Ketones with Sodium Sulfinates under Mild Conditions.

Authors:  Xing-Wang Lan; Nai-Xing Wang; Cui-Bing Bai; Wei Zhang; Yalan Xing; Jia-Long Wen; Yan-Jing Wang; Yi-He Li
Journal:  Sci Rep       Date:  2015-12-18       Impact factor: 4.379

3.  Pyrimidine Nucleosides with a Reactive (β-Chlorovinyl)sulfone or (β-Keto)sulfone Group at the C5 Position, Their Reactions with Nucleophiles and Electrophiles, and Their Polymerase-Catalyzed Incorporation into DNA.

Authors:  Sazzad H Suzol; A Hasan Howlader; Zhiwei Wen; Yaou Ren; Eduardo E Laverde; Carol Garcia; Yuan Liu; Stanislaw F Wnuk
Journal:  ACS Omega       Date:  2018-04-16
  3 in total

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