铜介导的串联氧化 C(sp2)-H/C(sp)-H 炔基化和芳基与末端炔烃的环化反应。
Copper-mediated tandem oxidative C(sp2)-H/C(sp)-H alkynylation and annulation of arenes with terminal alkynes.
机构信息
Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, and State Key Laboratory of Biotherapy, West China Hospital, West China Medical School, Sichuan University , 29 Wangjiang Road, Chengdu 610064, P. R. China.
出版信息
Org Lett. 2014 Jun 6;16(11):2884-7. doi: 10.1021/ol501023n. Epub 2014 May 23.
The copper-mediated tandem oxidative C(sp(2))-H/C(sp)-H cross-coupling and intramolecular annulation of arenes with terminal alkynes has been developed, which offers a highly efficient approach to the 3-methyleneisoindolin-1-one scaffold. In this oxidative coupling process, Cu(OAc)2 acts as both the promoter and the terminal oxidant. This protocol features a wide substrate scope; high functional group tolerance; exclusive chemo-, regio-, and stereoselectivity; and simple, easily available, and inexpensive reaction system. The transformation has demonstrated for the first time that Cu(OAc)2 can be renewable after undergoing an oxidative reaction.
铜介导的串联氧化 C(sp(2))-H/C(sp)-H 交叉偶联和芳基与末端炔烃的分子内环化反应已经被开发出来，为 3-亚甲基异吲哚啉-1-酮支架提供了一种高效的方法。在这个氧化偶联过程中，Cu(OAc)2 既作为促进剂又作为末端氧化剂。该方法具有广泛的底物范围、高官能团容忍性、独特的化学选择性、区域选择性和立体选择性、以及简单易得且廉价的反应体系。该转化首次证明了 Cu(OAc)2 在经历氧化反应后可以再生。
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