Literature DB >> 29393652

Palladium-Catalyzed Amination of Aryl Sulfoxides.

Yuto Yoshida1, Shinya Otsuka1, Keisuke Nogi1, Hideki Yorimitsu1.   

Abstract

Amination of diaryl sulfoxides with anilines and alkylamines has been accomplished under palladium/N-heterocyclic carbene (NHC) catalysis. Owing to its electron deficiency, the leaving arenesulfenate anion would be smoothly released from the palladium center to result in uneventful catalyst turnover under milder reaction conditions in comparison with previous C-S bond amination reactions. This amination accommodated a wider range of functional groups such as silyl, boryl, methylsulfanyl, and halogen moieties. Regioselective amination of unsymmetrical diaryl sulfoxides was also executed by means of steric bias.

Entities:  

Year:  2018        PMID: 29393652     DOI: 10.1021/acs.orglett.8b00060

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


  2 in total

1.  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

2.  Transition-metal-free formal cross-coupling of aryl methyl sulfoxides and alcohols via nucleophilic activation of C-S bond.

Authors:  Guolin Li; Yexenia Nieves-Quinones; Hui Zhang; Qingjin Liang; Shuaisong Su; Qingchao Liu; Marisa C Kozlowski; Tiezheng Jia
Journal:  Nat Commun       Date:  2020-06-08       Impact factor: 14.919

  2 in total

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