Wu Danhua, Cui Shuang-Shuang, Bian Fengling, Yu Wei
College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, China.
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou, Gansu 73000, China.
Org Lett. 2021 Aug 6;23(15):6057-6061. doi: 10.1021/acs.orglett.1c02133. Epub 2021 Jul 19.
The C(sp)-H functionalization of -pentafluorobenzoyl ketone oximes was implemented under visible light irradiation with copper complexes as catalysts. The reactions involve iminyl-radical-mediated intramolecular hydrogen atom transfer as the key step, with the iminyl radicals being generated via copper-effected N-O cleavage. The reaction afforded 3,4-dihydro-2-pyrroles under the conditions of [Cu(DPEphos)(bcp)]PF and DABCO, while γ-pentafluorobenzoyloxy ketones were produced predominantly when [Cu(dpp)]PF and InCl·4HO were used as catalysts.
在以铜配合物为催化剂的可见光照射下实现了对五氟苯甲酰基酮肟的C(sp)-H官能化反应。这些反应涉及亚胺基自由基介导的分子内氢原子转移作为关键步骤，亚胺基自由基通过铜促进的N-O键裂解产生。在[Cu(DPEphos)(bcp)]PF和DABCO的条件下，反应得到3,4-二氢-2-吡咯，而当使用[Cu(dpp)]PF和InCl·4H₂O作为催化剂时，则主要生成γ-五氟苯甲酰氧基酮。
