Lee Ji Min, Park Eun Ju, Cho Seung Hwan, Chang Sukbok
Department of Chemistry and School of Molecular Science (BK21), Korea Advanced Institute of Science and Technology, Daejeon 305-701, Republic of Korea.
J Am Chem Soc. 2008 Jun 25;130(25):7824-5. doi: 10.1021/ja8031218. Epub 2008 May 31.
A highly efficient protocol for the benzyl or allylic C-H functionalization of simple hydrocarbons has been developed using stoichiometric amounts of N-hydroxyphthalimide and PhI(OAc)2 in the presence of CuCl catalyst. The reaction was revealed to proceed via a radical pathway, in which phthalimide N-oxyl (PINO) radical plays a dual role, serving as a catalytic hydrogen abstractor from hydrocarbons as well as a stoichiometric reagent to couple with the resultant alkyl radicals.
在氯化铜催化剂存在下,使用化学计量的N-羟基邻苯二甲酰亚胺和乙酸碘苯(PhI(OAc)₂),已开发出一种用于简单烃类苄基或烯丙基C-H官能化的高效方法。该反应通过自由基途径进行,其中邻苯二甲酰亚胺N-氧基(PINO)自由基起着双重作用,既作为从烃类中夺取氢的催化试剂,又作为与生成的烷基自由基偶联的化学计量试剂。