Sequential One-Pot Synthesis of β-Amino-γ-keto-malonates from Nitro-Substituted Donor-Acceptor Cyclopropanes

被引：1

作者：

Selvi, Subramani ^{[1
]}

Meenakshi, Maniarasu ^{[1
]}

Visalini, Chidambaram ^{[1
]}

Srinivasan, Kannupal ^{[1
]}

机构：

[1] Bharathidasan Univ, Sch Chem, Tiruchirappalli 620024, Tamil Nadu, India

来源：

SYNTHESIS-STUTTGART | 2024年 / 56卷 / 05期

关键词：

beta-aminomalonates; aroylmethylidene malonates; aza-Michael-; addition; donor-acceptor cyclopropanes; nitrogen heterocycles; one-pot synthesis; COMBINED SALT CATALYSTS; AZA-MICHAEL ADDITION; BUILDING-BLOCKS; MANNICH; TRANS-2-ARYL-3-NITROCYCLOPROPANE-1,1-DICARBOXYLATES; BENZOTRIAZOLE; ALKALOIDS; IMINES; ACCESS;

D O I：

10.1055/a-2206-3750

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A sequential one-pot procedure has been developed to access beta-amino-gamma-keto-malonates from nitro-substituted donor-acceptor cyclopropanes and four different nitrogen heterocycles. The reaction proceeds through in situ generation of aroyl methylidene malonates from 1-aryl-2-nitrocyclopropanes via Kornblum-type ring-opening oxidation using DMSO and subsequent aza-Michael addition with the nitrogen heterocycles. To prove the synthetic utility of the resulting products, one of them was transformed into a pyridazinone derivative.

引用

页码：787 / 794

页数：8

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