Alkane C鈥揌 Insertion by Aryne Intermediates with a Silver Catalyst
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- 作者：Sang Young Yun ; Kung-Pern Wang ; Nam-Kyu Lee ; Phani Mamidipalli ; Daesung Lee
- 刊名：The Journal of the American Chemical Society
- 出版年：2013
- 出版时间：March 27, 2013
- 年：2013
- 卷：135
- 期：12
- 页码：4668-4671
- 全文大小：318K
- 年卷期：v.135,no.12(March 27, 2013)
- ISSN：1520-5126
文摘
Arynes generated directly from alkyne building blocks in the presence of silver catalysts effectively activate primary, secondary, and tertiary alkane C鈥揌 bonds. This C鈥揌 insertion requires only a catalytic amount of silver complex and modest heating compared to harsh conditions and extra promoters including directing groups, oxidants, and bases in typical transition-metal-based C鈥揌 bond functionalizations. Preliminary mechanistic studies suggest that the C鈥揌 bond-breaking and new bond-forming events take place in a concerted manner, rendering a formal 1,2-addition of C鈥揌 bond across the 蟺-bond of arynes.