Enamides and Enesulfonamides as Nucleophiles: Formation of Complex Ring Systems through a Platinum(II)-Catalyzed Addition/Friedel−Crafts Pathway
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- 作者：Jennifer A. Kozak ; Jennifer M. Dodd ; Tyler J. Harrison ; Katherine J. Jardine ; Brian O. Patrick ; Gregory R. Dake
- 刊名：Journal of Organic Chemistry
- 出版年：2009
- 出版时间：September 18, 2009
- 年：2009
- 卷：74
- 期：18
- 页码：6929-6935
- 全文大小：915K
- 年卷期：v.74,no.18(September 18, 2009)
- ISSN：1520-6904
文摘
Cyclic enamine derivatives (enesulfonamides and enamides) tethered to an 1-arylalkynyl fragment undergo a platinum(II)-catalyzed tandem alkyne addition/Friedel−Crafts ring closure to form nitrogen-containing polycyclic structures. Regioselectivity in the initial addition of the enesulfonamide or enamide nucleophile to the platinum(II)−alkyne complex is important. Electron-rich arenes and heterocycles led to the formation of products resulting from an initial 6-endo cyclization. Twenty-three examples of this process are presented.