Cosolvent‐promoted electrophilic amination of organozinc reagents

Daşkapan, Tahir; Yeşilbağ, Ferhat; Koca, Selçuk

doi:10.1002/aoc.1498

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Cited by 11 publications

References 35 publications

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Highly efficient catalytic system for electrophilic amination of arylzinc reagents

Daşkapan¹,

Koca²

2009

Applied Organom Chemis

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The effect of catalyst on the yield of amine in the amination of three classes of arylzinc reagents with acetone oxime O-tosylate was investigated. Since they allowed the preparation of arylamines in excellent yields in the presence of a minimum amount of copper (I) or copper (II) compounds, the catalytic systems using copper (I) or copper (II) combined with a P-, N-or S-donor ligand were revealed to be the best catalysts for the electrophilic amination of arylzinc reagents with acetone oxime O-tosylate in the presence of DMPU.

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Highly efficient catalytic system for electrophilic amination of arylzinc reagents

Daşkapan¹,

Koca²

2009

Applied Organom Chemis

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ChemInform Abstract: Cosolvent‐Promoted Electrophilic Amination of Organozinc Reagents.

2009

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High Regiocontrol in the Zinc‐Mediated Crotylation of Aldehydes and Ketones: A Straightforward and Facile Approach to Linear Homoallylic Alcohols in DMPU

et al. 2012

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The α‐regioselectivity of carbonyl crotylation is a long‐standing problem in the realm of C–C bond formation reactions. We demonstrate that zinc‐mediated crotylation of aldehydes and ketones can afford α‐linear homoallylic alcohols exclusively to provide a simple solution for this problem. In this context, we describe a method for the α‐regioselective crotylation of aldehydes and ketones by using an easily available starting material, such as crotyl bromide, zinc dust, and the less‐toxic solvent DMPU. The reaction has broad substrate scope and is highly efficient. Moreover, a metallo‐[3,5]‐sigmatropic rearrangement is proposed to account for the high α‐regioselectivity in the zinc‐mediated crotylation.

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Cosolvent‐promoted electrophilic amination of organozinc reagents

Cited by 11 publications

References 35 publications

Highly efficient catalytic system for electrophilic amination of arylzinc reagents

Highly efficient catalytic system for electrophilic amination of arylzinc reagents

ChemInform Abstract: Cosolvent‐Promoted Electrophilic Amination of Organozinc Reagents.

High Regiocontrol in the Zinc‐Mediated Crotylation of Aldehydes and Ketones: A Straightforward and Facile Approach to Linear Homoallylic Alcohols in DMPU

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