KOtBu-Mediated Aza-Michael Addition of Aromatic Amines or N-Phenylurea to 3-Nitro-2-phenyl-2H-chromenes and Sequential Aerobic Dehydrogenation

被引：16

作者：

Alsharif, Meshari A. ^{[1
]}

Khan, Danish ^{[2
]}

Mukhtar, Sayeed ^{[1
]}

Alahmdi, Mohammed Issa ^{[1
]}

Ahmed, Naseem ^{[2
]}

机构：

[1] Univ Tabuk, Dept Chem, Fac Sci, Tabuk 71491, Saudi Arabia

[2] Indian Inst Technol Roorkee, Dept Chem, Roorkee 247667, Uttarakhand, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 26期

关键词：

Oxygen heterocycles; Michael addition; Dehydrogenation; Amines; Synthetic methods; TRANSITION-METAL-FREE; C-H BONDS; COPPER-CATALYZED AMINATION; CROSS-COUPLING REACTIONS; ROOM-TEMPERATURE; EFFICIENT METHOD; ARYL HALIDES; ARYLATION; HETEROCYCLES; AMIDATION;

D O I：

10.1002/ejoc.201800431

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient KOtBu-mediated aza-Michael addition of aromatic amines and/or N-phenylurea derivatives to 3-nitro-2-phenyl-2H-chromenes and sequential aerobic dehydrogenation is reported. This method provides a novel protocol for C-N bond formation in 3-nitro-2-phenyl-2H-chromenes under cost-effective and operationally convenient conditions. A wide range of 4-(phenylamino)-3-nitro-2-phenyl-2H-chromenes have been synthesized in good-to-high yields (68-86%) at 35-40 degrees C within 5-10 minutes.

引用

页码：3454 / 3463

页数：10

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