Montmorillonite clay Cu(II) catalyzed domino one-pot multicomponent synthesis of 3,5-disubstituted isoxazoles

被引：33

作者：

Bharate, Sandip B. ^{[1
,3
]}

Padala, Anil K. ^{[1
,3
]}

Dar, Bashir A. ^{[2
]}

Yadav, Rammohan R. ^{[1
,3
]}

Singh, Baldev ^{[2
,3
]}

Vishwakarma, Ram A. ^{[1
,3
]}

机构：

[1] Indian Inst Integrat Med CSIR, Div Med Chem, Jammu 180001, India

[2] Indian Inst Integrat Med CSIR, Nat Prod Chem Div, Jammu 180001, India

[3] Acad Sci & Innovat Res AcSIR, New Delhi 110001, India

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 27期

关键词：

Montmorillonite clay; CuO nanoparticles; Isoxazoles; Multicomponent; Heterogeneous; COPPER(I)-CATALYZED SYNTHESIS; EFFICIENT; DERIVATIVES; PYRAZOLES; HALIDES; ACCESS;

D O I：

10.1016/j.tetlet.2013.04.102

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

A simple and efficient one-pot multicomponent approach for the synthesis of 3,5-disubstituted isoxazoles directly from corresponding aldehydes and terminal alkynes using recyclable montmorillonite clay supported Cu(II)/NaN3 catalytic system under aqueous conditions have been developed. The 'domino' one-pot MCR approach involves hydroxyamination of aldehydes followed by chlorination and then generation of reactive 'nitrile oxide' which undergoes 1,3-dipolar cycloaddition with alkynes to produce 3,5-disubstituted isoxazoles. The method is operationally simple, regioselective, economical, and possesses excellent functional group compatibility to synthesize structurally diverse isoxazoles in good yields. (c) 2013 Elsevier Ltd. All rights reserved.

引用

页码：3558 / 3561

页数：4

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