Literature DB >> 29359567

Arynes in the Monoarylation of Unprotected Carbohydrate Amines.

Kumar Bhaskar Pal1, Mukul Mahanti1, Ulf J Nilsson1.   

Abstract

A CsF-mediated method has been developed for the N-arylation of amino sugars that affords good to excellent yields of arylated products under mild conditions involving the in situ generation of arynes. The reaction conditions tolerate a variety of common carbohydrate protecting groups and also performs exceptionally well on unprotected amino sugar derivatives. The reactions are scalable in moderate to good yields with broad scope.

Entities:  

Year:  2018        PMID: 29359567     DOI: 10.1021/acs.orglett.7b03741

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


  3 in total

1.  Epimers Switch Galectin-9 Domain Selectivity: 3N-Aryl Galactosides Bind the C-Terminal and Gulosides Bind the N-Terminal.

Authors:  Mukul Mahanti; Kumar Bhaskar Pal; Anders P Sundin; Hakon Leffler; Ulf J Nilsson
Journal:  ACS Med Chem Lett       Date:  2019-12-04       Impact factor: 4.345

2.  Transition-metal-free synthesis of aryl 1-thioglycosides with arynes at room temperature.

Authors:  Yao Liu; Xiao-Bing Yu; Xiang-Mei Zhang; Qian Zhong; Li-Hua Liao; Nan Yan
Journal:  RSC Adv       Date:  2021-08-04       Impact factor: 4.036

3.  Regiospecific N-Arylation of Aliphatic Amines under Mild and Metal-Free Reaction Conditions.

Authors:  Nibadita Purkait; Gabriella Kervefors; Erika Linde; Berit Olofsson
Journal:  Angew Chem Int Ed Engl       Date:  2018-07-26       Impact factor: 15.336

  3 in total

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