Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, United States.
J Am Chem Soc. 2013 Jan 9;135(1):66-9. doi: 10.1021/ja3104389. Epub 2012 Dec 18.
α,β-Unsaturated O-pivaloyl oximes are coupled to alkenes by Rh(III) catalysis to afford substituted pyridines. The reaction with activated alkenes is exceptionally regioselective and high-yielding. Mechanistic studies suggest that heterocycle formation proceeds via reversible C-H activation, alkene insertion, and a C-N bond formation/N-O bond cleavage process.
α,β-不饱和 O-特戊酰氧肟酸酯在 Rh(III)催化下与烯烃偶联生成取代吡啶。该反应对活化烯烃具有极好的区域选择性和高产率。机理研究表明,杂环的形成是通过可逆的 C-H 活化、烯烃插入以及 C-N 键形成/N-O 键断裂过程进行的。