A facile method for the synthesis of oxindole based quaternary α-aminonitriles via the Strecker reaction

Yun Lin Liu; Feng Zhou; Jun Jie Cao; Cong Bin Ji; Miao Ding; Jian Zhou

doi:10.1039/c0ob00174k

A facile method for the synthesis of oxindole based quaternary α-aminonitriles via the Strecker reaction

Yun Lin Liu
, Feng Zhou
, Jun Jie Cao
, Cong Bin Ji
, Miao Ding
, Jian Zhou^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

129 Scopus citations

Abstract

The direct α-cyanoamination of isatins using TMSCN has been developed, which is carried out in methanol without any catalyst. A new bifunctional cinchona alkaloid-based phosphinamide catalyst 7 could promote the Strecker reaction of isatins derived ketimine with TMSCN in up to 74% ee.

Original language	English
Pages (from-to)	3847-3850
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	8
Issue number	17
DOIs	https://doi.org/10.1039/c0ob00174k
State	Published - 7 Sep 2010

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title = "A facile method for the synthesis of oxindole based quaternary α-aminonitriles via the Strecker reaction",

abstract = "The direct α-cyanoamination of isatins using TMSCN has been developed, which is carried out in methanol without any catalyst. A new bifunctional cinchona alkaloid-based phosphinamide catalyst 7 could promote the Strecker reaction of isatins derived ketimine with TMSCN in up to 74\% ee.",

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T1 - A facile method for the synthesis of oxindole based quaternary α-aminonitriles via the Strecker reaction

AU - Liu, Yun Lin

AU - Zhou, Feng

AU - Cao, Jun Jie

AU - Ji, Cong Bin

AU - Ding, Miao

AU - Zhou, Jian

PY - 2010/9/7

Y1 - 2010/9/7

N2 - The direct α-cyanoamination of isatins using TMSCN has been developed, which is carried out in methanol without any catalyst. A new bifunctional cinchona alkaloid-based phosphinamide catalyst 7 could promote the Strecker reaction of isatins derived ketimine with TMSCN in up to 74% ee.

AB - The direct α-cyanoamination of isatins using TMSCN has been developed, which is carried out in methanol without any catalyst. A new bifunctional cinchona alkaloid-based phosphinamide catalyst 7 could promote the Strecker reaction of isatins derived ketimine with TMSCN in up to 74% ee.

UR - https://www.scopus.com/pages/publications/77955504271

U2 - 10.1039/c0ob00174k

DO - 10.1039/c0ob00174k

M3 - 文章

C2 - 20617240

AN - SCOPUS:77955504271

SN - 1477-0520

VL - 8

SP - 3847

EP - 3850

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 17

ER -

A facile method for the synthesis of oxindole based quaternary α-aminonitriles via the Strecker reaction

Abstract

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