Formal carbon insertion of N-tosylhydrazone into B-B and B-Si bonds: gem-diborylation and gem-silylborylation of sp3 carbon

Organic Letters
Huan LiJianbo Wang

Abstract

A convenient method is developed to synthesize 1,1-diboronates from the corresponding N-tosylhydrazones. This method is also applicable to synthesize 1-silyl-1-boron compounds. Meanwhile, derivatization and consecutive Pd-catalyzed cross-coupling reactions with 1,1-boronates were explored, demonstrating the synthetic potential of 1,1-diboronates.

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Citations

Dec 15, 2015·Journal of the American Chemical Society·Lei Zhang, Zheng Huang
Jul 20, 2016·Chemical Reviews·Emily C NeeveTodd B Marder
Dec 15, 2016·The Journal of Organic Chemistry·Di QiuJianbo Wang
Jun 17, 2016·Angewandte Chemie·Minqiang Jia, Shengming Ma
Dec 13, 2016·Chemical Society Reviews·Ana B CuencaElena Fernández
Jul 13, 2017·Journal of the American Chemical Society·Dongping ChenWenjun Tang
Oct 12, 2017·Chemical Communications : Chem Comm·Antonius F EichhornUdo Radius
Mar 24, 2016·Chemical Communications : Chem Comm·Guojiao WuJianbo Wang
Dec 17, 2015·Chemical Communications : Chem Comm·Abadh Kishor Jha, Nidhi Jain
Aug 1, 2015·Chemistry : a European Journal·Chenghao ZhuJiangtao Sun
Aug 17, 2018·Angewandte Chemie·Wei Jie Teo, Shaozhong Ge
Aug 14, 2018·Angewandte Chemie·Valerio FasanoMichael J Ingleson
Sep 17, 2015·Chemistry : a European Journal·Aya YoshimuraAkiya Ogawa
Apr 25, 2019·Chemistry : a European Journal·Riccardo Gava, Elena Fernández
May 24, 2019·Organic & Biomolecular Chemistry·Chaoqiang WuJianbo Wang
Jan 31, 2018·Organic & Biomolecular Chemistry·Rajender NallagondaAhmad Masarwa
Mar 5, 2016·Angewandte Chemie·Núria MirallesElena Fernández
Oct 14, 2016·Chemistry : a European Journal·Enrico La CasciaElena Fernández
Sep 9, 2017·Chemistry : a European Journal·Russell Fritzemeier, Webster L Santos
Nov 5, 2020·Organic & Biomolecular Chemistry·Kanak Kanti DasSantanu Panda
Dec 17, 2020·Chemical Society Reviews·Jian-Jun FengMartin Oestreich
May 6, 2021·Chemical Communications : Chem Comm·Woohyun JoSeung Hwan Cho

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