Zaozhuang University, 1 Bei'an Road, Zaozhuang, Shandong 277160, China.
Shandong Lunan Coal Chemical Research Institute of Engineering and Technology, 1 Bei'an Road, Zaozhuang, Shandong 277160, China.
J Org Chem. 2020 Dec 4;85(23):15676-15685. doi: 10.1021/acs.joc.0c02157. Epub 2020 Oct 30.
We report the rhodium-catalyzed base-free decarbonylative borylation of twisted amides. The synthesis of versatile arylboronate esters from aryl twisted amides is achieved via decarbonylative rhodium(I) catalysis and highly selective N-C(O) insertion. The method is notable for a very practical, additive-free Rh(I) catalyst system. The method shows broad functional group tolerance and excellent substrate scope, including site-selective decarbonylative borylation/Heck cross-coupling via divergent N-C/C-Br cleavage and late-stage pharmaceutical borylation.
我们报告了铑催化的无碱脱羰硼化扭曲酰胺反应。通过脱羰铑（I）催化和高选择性的 N-C（O）插入，从芳基扭曲酰胺合成了多功能芳基硼酸酯。该方法的特点是非常实用、无添加剂的 Rh（I）催化剂体系。该方法具有广泛的官能团耐受性和优异的底物范围，包括通过发散的 N-C/C-Br 断裂和后期药物硼化的位点选择性脱羰硼化/Heck 交叉偶联。
