Cobalt carbonyl catalyzed reduction of aromatic nitriles with a hydrosilane leading to -disilylamines

Murai, Toshiaki; Sakane, T.; Katō, Shinzi

doi:10.1016/s0040-4039(00)98887-7

Cited by 51 publications

(23 citation statements)

References 15 publications

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“…98 For aliphatic nitriles, a slight modification of the catalytic species generated from 8 mol% of CO 2 (CO) 8 C35 and 16 mol% of PPh 3 and a higher reaction temperature (100 °C) were required. When they performed the reaction with the most challenging α,β-unsaturated nitriles, a mixture of four products were obtained.…”

Section: Scheme 50 Cobalt-catalysed Hydrosilylation Of Nitrilesmentioning

confidence: 99%

Amine synthesis via transition metal homogeneous catalysed hydrosilylation

2016

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International audienceAmines are among the most important compounds due to their wide applications in several areas of importance. Among the numerous synthetic methodologies, this review provides a comprehensive summary of the preparation of amines involving homogeneous transition metal catalysed hydrosilylation methodologies including the reduction of imine, amide, nitro and nitrile derivatives. In addition, challenging tandem reactions such as reductive amination or the use of CO2 as a C-1-building block in N-methylation of amines will also be discussed

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Section: Scheme 50 Cobalt-catalysed Hydrosilylation Of Nitrilesmentioning

confidence: 99%

Amine synthesis via transition metal homogeneous catalysed hydrosilylation

2016

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“…335). 559 These derivatives can be readily hydrolyzed to the primary amines. The organosilane reduction of hydrazones to hydrazines is readily accomplished in good yields with Et 3 SiH/TFA (Eq.…”

Section: Reduction Of Miscellaneous Nitrogen-containing Compoundsmentioning

confidence: 99%

Ionic and Organometallic‐Catalyzed Organosilane Reductions

2009

Ionic and Organometallic‐Catalyzed Organosilane Reductions

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“…[13] Co 2 (CO) 9 -catalyzed dihydrosilylation of nitriles was reported by Murai in late 1980s. [14,15] Ever since a plethora of catalytic hydrosilylation methods have been developed based on precious and base metals, as well as metal-free systems. [16][17][18] In contrast, nitrile hydroboration, catalyzed by a Mo(IV) complex was first reported in 2012 [19] and up to date catalytic systems for efficient and mild hydroboration of nitriles are relatively scarce.…”

Section: Introductionmentioning

confidence: 99%

“…Hydroboration of nitriles catalyzed by [(PCP)Co(NO)]BF 4 (13).Scheme 16. Hydroboration of nitriles with HBCat catalyzed by bis(2,2,6,6tetramethyl-3,5-heptanedionato)nickel(II)(14).…”

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confidence: 99%

Catalytic Nitrile Hydroboration: A Route to N,N‐Diborylamines and Uses Thereof

Hayrapetyan

Khalimon

2020

Chemistry An Asian Journal

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Catalytic reduction of nitriles is considered as an attractive and atom‐economical route to a diversity of synthetically valuable primary amines. Compared to other methods, dihydroboration approach has been developed relatively recently but has already attracted the attention of many research groups due to reasonably mild reaction conditions, selectivity control and the access to N,N‐diborylamines, which emerged as powerful reagents for C−N bond forming reactions. Early developments in catalytic dihydroboration of nitriles implied precious metal catalysts along with harsh conditions and prolonged reaction times, whereas recent advances mostly rely on base and main group metal catalytic systems with significantly improved profiles. This minireview aims to provide an overview of advances and challenges of dihydroboration of nitriles with d‐, f‐ and main group metal catalysts. Mechanistic features of different catalytic systems, functional group tolerance and scope of the methods are also presented. The synthetic utility of N,N‐diborylamies, beyond simple protodeborylation, is discussed in the aspect of N‐arylation, imine and amide synthesis.

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Cobalt carbonyl catalyzed reduction of aromatic nitriles with a hydrosilane leading to -disilylamines

Cited by 51 publications

References 15 publications

Amine synthesis via transition metal homogeneous catalysed hydrosilylation

Amine synthesis via transition metal homogeneous catalysed hydrosilylation

Ionic and Organometallic‐Catalyzed Organosilane Reductions

Catalytic Nitrile Hydroboration: A Route to N,N‐Diborylamines and Uses Thereof

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