Modular C-H functionalization cascade of aryl iodides

Journal of the American Chemical Society
Hang ShiTobias Ritter

Abstract

We report the first example of ipso-borylation for the modular 1,2-bisfunctionalization of aryl iodides via C-H functionalization. The carbon-boron bond is used as a lynchpin to access ipso carbon-carbon, carbon-nitrogen, carbon-oxygen, and carbon-halogen (Cl, Br, I) bonds. The utility of our methodology is illustrated through quick, modular syntheses of the pharmaceuticals Abilify and Flunixin.

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Citations

Dec 29, 2015·The Journal of Organic Chemistry·Kai Yang, Qiuling Song
Dec 3, 2015·The Journal of Organic Chemistry·Jiefeng HuZhuangzhi Shi
Dec 5, 2015·Organic Letters·Stephanie KindtMarkus R Heinrich
Aug 28, 2015·Journal of the American Chemical Society·Peng-Xiang ShenJin-Quan Yu
Jun 23, 2016·Accounts of Chemical Research·Nicola Della Ca'Marta Catellani
Jul 20, 2016·Chemical Reviews·Emily C NeeveTodd B Marder
Aug 9, 2016·Organic Letters·Kai YangQiuling Song
Oct 5, 2016·Journal of the American Chemical Society·Chen KongTom G Driver
Oct 8, 2016·Journal of the American Chemical Society·Peng WangJin-Quan Yu
Jan 7, 2017·Chemical Reviews·Dong-Su KimChul-Ho Jun
Jan 7, 2017·The Journal of Organic Chemistry·Charles E Hendrick, Qiu Wang
Apr 19, 2017·Journal of the American Chemical Society·Xiaoming WangFrank Glorius
Jun 4, 2016·Chemistry : a European Journal·Conghui TangNing Jiao
Jan 26, 2018·Angewandte Chemie·Hong-Gang ChengQianghui Zhou
Mar 21, 2018·Chemical Communications : Chem Comm·Ce LiuYong-Min Liang
May 5, 2016·Chemical Communications : Chem Comm·Jian HanYingsheng Zhao
Jul 12, 2018·Organic & Biomolecular Chemistry·Marcus WegmannThorsten Bach
Oct 23, 2015·Nature Chemistry·Juntao Ye, Mark Lautens
May 24, 2019·Chemical Communications : Chem Comm·Qianwen GaoQianghui Zhou
Jul 15, 2020·Chemical Communications : Chem Comm·Bo-Sheng ZhangYong-Min Liang
Jul 22, 2020·Angewandte Chemie·Wei-Tao JiangBin Xiao
Sep 4, 2015·Angewandte Chemie·Zhe DongGuangbin Dong
Jan 20, 2021·Organic Letters·Cui-Tian WangYong-Min Liang

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