C-H functionalization of tertiary amines by cross dehydrogenative coupling reactions: solvent-free synthesis of α-aminonitriles and β-nitroamines under aerobic condition

被引：102

作者：

Alagiri, Kaliyamoorthy ^{[1
]}

Prabhu, Kandikere Ramaiah ^{[1
]}

机构：

[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 04期

关键词：

CATALYZED OXIDATIVE CYANATION; CARBON BOND FORMATION; MOLECULAR-OXYGEN; SODIUM-CYANIDE; HYDROGEN-PEROXIDE; ORGANIC-SYNTHESIS; CONVENIENT METHOD; AQUEOUS-MEDIUM; DERIVATIVES; ACTIVATION;

D O I：

10.1039/c1ob06466e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A solvent-free synthesis of alpha-aminonitriles and beta-nitroamines by oxidative cross-dehydrogenative coupling under aerobic condition is reported. A catalytic amount of molybdenum(VI) acetylacetonoate was found to catalyze cyanation of tertiary amines to form alpha-aminonitriles, whereas vanadium pentoxide was found to promote aza-Henry reaction to furnish beta-nitroamines. Both of these environmentally benign reactions are performed in the absence of solvents using molecular oxygen as an oxidant.

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页码：835 / 842

页数：8

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