Palladium catalyzed intramolecular acylcyanation of alkenes using α-iminonitriles

Naveen R. Rondla; Jodi M. Ogilvie; Zhongda Pan; Christopher J. Douglas

doi:10.1039/c4cc04068f

Palladium catalyzed intramolecular acylcyanation of alkenes using α-iminonitriles

Naveen R. Rondla, Jodi M. Ogilvie, Zhongda Pan, Christopher J. Douglas

Chemistry (Twin Cities)

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22 Scopus citations

Abstract

Reported here is a palladium catalyzed intramolecular acylcyanation of alkenes using α-iminonitriles. Through this method, highly functionalized indanones are synthesized in moderate to high yields using Pd(PPh₃)₄, without need for any additional ligands, and a common Lewis acid (ZnCl₂). Additionally, the reaction tolerates substitution at various positions on the aromatic ring including electron donating and electron withdrawing groups.

Original language	English (US)
Pages (from-to)	8974-8977
Number of pages	4
Journal	Chemical Communications
Volume	50
Issue number	64
DOIs	https://doi.org/10.1039/c4cc04068f
State	Published - Jul 15 2014

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abstract = "Reported here is a palladium catalyzed intramolecular acylcyanation of alkenes using α-iminonitriles. Through this method, highly functionalized indanones are synthesized in moderate to high yields using Pd(PPh3)4, without need for any additional ligands, and a common Lewis acid (ZnCl2). Additionally, the reaction tolerates substitution at various positions on the aromatic ring including electron donating and electron withdrawing groups.",

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AU - Ogilvie, Jodi M.

AU - Pan, Zhongda

AU - Douglas, Christopher J.

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AB - Reported here is a palladium catalyzed intramolecular acylcyanation of alkenes using α-iminonitriles. Through this method, highly functionalized indanones are synthesized in moderate to high yields using Pd(PPh3)4, without need for any additional ligands, and a common Lewis acid (ZnCl2). Additionally, the reaction tolerates substitution at various positions on the aromatic ring including electron donating and electron withdrawing groups.

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Palladium catalyzed intramolecular acylcyanation of alkenes using α-iminonitriles

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