Ruthenium-catalyzed hydroarylation of anilides with alkynes: An efficient route to ortho -Alkenylated anilines

Rajendran Manikandan; Masilamani Jeganmohan

doi:10.1021/ol403666s

Ruthenium-catalyzed hydroarylation of anilides with alkynes: An efficient route to ortho -Alkenylated anilines

Rajendran Manikandan, Masilamani Jeganmohan

Research output: Contribution to journal › Article › peer-review

69 Scopus citations

Abstract

Acetanilides reacted with symmetrical as well as unsymmetrical alkynes in the presence of [{RuCl₂(p-cymene)}₂], pivalic acid, and AgSbF₆ in iso-PrOH providing ortho-alkenylated acetanilides in a highly regio- and stereoselective manner. Later, ortho-alkenylated acetanilides were converted into ortho-alkenylated anilines in the presence of HCl.

Original language	English
Pages (from-to)	912-915
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	3
DOIs	https://doi.org/10.1021/ol403666s
State	Published - 7 Feb 2014
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "Acetanilides reacted with symmetrical as well as unsymmetrical alkynes in the presence of [{RuCl2(p-cymene)}2], pivalic acid, and AgSbF6 in iso-PrOH providing ortho-alkenylated acetanilides in a highly regio- and stereoselective manner. Later, ortho-alkenylated acetanilides were converted into ortho-alkenylated anilines in the presence of HCl.",

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N2 - Acetanilides reacted with symmetrical as well as unsymmetrical alkynes in the presence of [{RuCl2(p-cymene)}2], pivalic acid, and AgSbF6 in iso-PrOH providing ortho-alkenylated acetanilides in a highly regio- and stereoselective manner. Later, ortho-alkenylated acetanilides were converted into ortho-alkenylated anilines in the presence of HCl.

AB - Acetanilides reacted with symmetrical as well as unsymmetrical alkynes in the presence of [{RuCl2(p-cymene)}2], pivalic acid, and AgSbF6 in iso-PrOH providing ortho-alkenylated acetanilides in a highly regio- and stereoselective manner. Later, ortho-alkenylated acetanilides were converted into ortho-alkenylated anilines in the presence of HCl.

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Ruthenium-catalyzed hydroarylation of anilides with alkynes: An efficient route to ortho -Alkenylated anilines

Abstract

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