期刊
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
卷 83, 期 10, 页码 1170-1184出版社
CHEMICAL SOC JAPAN
DOI: 10.1246/bcsj.20100068
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资金
- MEXT
- General Sekiyu Research & Development Encouragement & Assistance Foundation
- JSPS
- Grants-in-Aid for Scientific Research [21685023] Funding Source: KAKEN
Lewis acid cocatalysts such as organoaluminum and -boron compounds dramatically improve the efficiency of the nickel-catalyzed arylcyanation of alkynes. Electron-rich aryl cyanides, which exhibit poor reactivity in the absence of Lewis acids, smoothly undergo the arylcyanation reaction under the nickel/Lewis acid dual catalysis. Excellent chemoselectivity is observed for aryl cyanides having a chloro or bromo group, which allows a single-step access to a synthetic intermediate of P-3622, a squalene synthetase inhibitor. The scope of the arylcyanation is also expanded to norbornadiene. Alkenylcyanation of alkynes is achieved under the nickel/Lewis acid dual catalysis to give cyano-substituted 1,3-dienes stereoselectively.
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