Literature DB >> 25032788

Metal-free reduction of secondary and tertiary N-phenyl amides by tris(pentafluorophenyl)boron-catalyzed hydrosilylation.

Ryan C Chadwick1, Vladimir Kardelis, Philip Lim, Alex Adronov.   

Abstract

Tris(pentafluorophenyl)boron B(C6F5)3 is an effective catalyst for the hydrosilylative reduction of tertiary and N-phenyl secondary amides. It allows for the mild reduction of a variety of these amides in near quantitative yield, with minimal purification, at low temperatures, and with short reaction times. This reduction shows functional group tolerance for alkenes, nitro groups, and aryl halides, including aryl iodides.

Entities:  

Year:  2014        PMID: 25032788     DOI: 10.1021/jo501299j

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Site Selective Amide Reduction of Cyclosporine A Enables Diverse Derivation of an Important Cyclic Peptide.

Authors:  Michael T Peruzzi; Fabrice Gallou; Stephen J Lee; Michel R Gagné
Journal:  Org Lett       Date:  2019-04-17       Impact factor: 6.005

Review 2.  Tris(pentafluorophenyl)borane-Catalyzed Reactions Using Silanes.

Authors:  Taylor Hackel; Nicholas A McGrath
Journal:  Molecules       Date:  2019-01-25       Impact factor: 4.411

3.  An efficient and atom-economical route to N-aryl amino alcohols from primary amines.

Authors:  Zhen Xiao; Juanjuan Li; Qiang Yue; Qian Zhang; Dong Li
Journal:  RSC Adv       Date:  2018-10-05       Impact factor: 3.361

Review 4.  Defunctionalisation catalysed by boron Lewis acids.

Authors:  Huaquan Fang; Martin Oestreich
Journal:  Chem Sci       Date:  2020-07-28       Impact factor: 9.825

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.