Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing, 210093, China.
Department of Chemistry and Biochemistry, Texas Tech University , Lubbock, Texas 79409-1061, United States.
Org Lett. 2016 Mar 18;18(6):1386-9. doi: 10.1021/acs.orglett.6b00318. Epub 2016 Mar 9.
A Rh(III)-catalyzed selective C-H amination of 2-phenylpyridine derivatives is reported. With pyridine as a directing group, the reaction has high mono- or diamination selectivity, and a wide range of effective substrates, including electron-deficient and -rich aryl azides. Water helps to promote C-H activation, and the concept of a water promoted rollover mechanism is postulated for the diamination step. The reactions were conducted using a Schlenk flask and proceeded smoothly "on water" under atmospheric conditions with nitrogen gas as the only byproduct.
报道了一种 Rh(III)催化的 2-苯基吡啶衍生物的选择性 C-H 胺化反应。在吡啶作为导向基团的情况下，该反应具有很高的单或双胺化选择性，以及广泛的有效底物，包括缺电子和富电子芳基叠氮化物。水有助于促进 C-H 活化，并且提出了双胺化步骤中水促进翻转机制的概念。反应在 Schlenk 瓶中进行，在大气条件下以氮气为唯一副产物，在水中顺利进行。
