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Jianming Chen, Gongfeng Zou and Prof. Dr. Weiwei Liao Metal-Free Intramolecular Carbocyanation of Activated Alkenes: Functionalized Nitriles Bearing β-Quaternary Carbon Centers Angewandte Chemie International Edition 52

Article first published online: 14 JUL 2013 | DOI: 10.1002/anie.201304102

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The CN shuffle: The described intramolecular alkenyl- and acylcyanation reaction of activated alkenes proceed by cleavage of a C[BOND]N bond. This protocol provides access to functionalized acyclic nitriles with quaternary carbon centers under neutral and mild reaction conditions, demonstrates broad scope, and good functional-group compatibility and versatility. Y=O or CHR4; R1,R4=electron-withdrawing group; TBACN=tetrabutylammonium cyanide.

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