Nickel-catalyzed hydrogen-borrowing strategy: chemo-selective alkylation of nitriles with alcohols

被引：51

作者：

Bera, Sourajit ^{[1
]}

Bera, Atanu ^{[1
]}

Banerjee, Debasis ^{[1
]}

机构：

[1] Indian Inst Technol Raarkee, Lab Catalysis & Organ Synth, Dept Chem, Raarkee 247667, Uttarakhand, India

来源：

CHEMICAL COMMUNICATIONS | 2020年 / 56卷 / 50期

关键词：

ONE-POT SYNTHESIS; ALPHA-ALKYLATION; ARYLACETONITRILES; MONOALKYLATION; ACETONITRILE; HYDROTALCITE; EFFICIENT; ACCESS;

D O I：

10.1039/d0cc02261f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first nickel-catalyzed hydrogen-borrowing alkylation of a series of aryl acetonitriles with a variety of aryl, heteroaryl, allylic and alkyl alcohols releasing water as the by-product (>33 examples, up to 90% yield) is reported.

引用

页码：6850 / 6853

页数：4

共 27 条

[1] Nickel: The "Spirited Horse" of Transition Metal Catalysis [J].

Ananikov, Valentine P. .

ACS CATALYSIS, 2015, 5 (03) :1964-1971

[2] Monoalkylation of Acetonitrile by Primary Alcohols Catalyzed by Iridium Complexes [J].

Anxionnat, Bruno ;

Pardo, Domingo Gomez ;

Ricci, Gino ;

Cossy, Janine .

ORGANIC LETTERS, 2011, 13 (15) :4084-4087

[3]

Bullock R. M., 2010, CATALYSIS PRECIOUS M

[4] Manganese Catalyzed α-Olefination of Nitriles by Primary Alcohols [J].

Chakraborty, Subrata ;

Das, Uttam Kumar ;

Ben-David, Yehoshoa ;

Milstein, David .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (34) :11710-11713

[5] Dialkylamino cyclopentadienyl ruthenium(II) complex-catalyzed α-alkylation of arylacetonitriles with primary alcohols [J].

Cheung, Hung Wai ;

Li, Juan ;

Zheng, Wenxu ;

Zhou, Zhongyuan ;

Chiu, Yu Hin ;

Lin, Zhenyang ;

Lau, Chak Po .

DALTON TRANSACTIONS, 2010, 39 (01) :265-274

[6] Advances in One-Pot Synthesis through Borrowing Hydrogen Catalysis [J].

Corma, Avelino ;

Navas, Javier ;

Sabater, Maria J. .

CHEMICAL REVIEWS, 2018, 118 (04) :1410-1459

[7] Nickel-Catalyzed Hydrogen-Borrowing Strategy for α-Alkylation of Ketones with Alcohols: A New Route to Branched gem-Bis(alkyl) Ketones [J].

Das, Jagadish ;

Singh, Khushboo ;

Vellakkaran, Mari ;

Banerjee, Debasis .

ORGANIC LETTERS, 2018, 20 (18) :5587-5591

[8] Nitrile-containing natural products [J].

Fleming, FF .

NATURAL PRODUCT REPORTS, 1999, 16 (05) :597-606

[9] Nitrile-Containing Pharmaceuticals: Efficacious Roles of the Nitrile Pharmacophore [J].

Fleming, Fraser F. ;

Yao, Lihua ;

Ravikumar, P. C. ;

Funk, Lee ;

Shook, Brian C. .

JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (22) :7902-7917

[10]

Gebbink R.J. M. Klein., 2019, Non-noble Metal Catalysis: Molecular Approaches and Reactions

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