铜催化偶氮二羧酸腈酰氯与偶氮二羧酸盐的 [3+2]- 环加成反应合成 2,3- 二氢-1,2,4-三唑

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引用次数: 0

摘要

本研究报道了铜催化重氮化合物、腈类化合物和偶氮二羧酸盐的三组分反应,从而生成 2,3- 二氢-1,2,4-三唑。成功的关键在于利用偶氮二羧酸盐通过 [3 + 2] - 环加成从重氮化合物中捕获原位形成的腈酰化物。仅受体重氮化合物和供体-受体重氮化合物均可采用该策略。克级规模的合成以及所获得的 2,3-二氢-1,2,4-三唑的有价值转化说明了这一方案的合成价值。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Copper-catalyzed 2,3-dihydro-1,2,4-triazoles synthesis through [3+2]-cycloaddition of nitrile ylides with azodicarboxylates

Copper-catalyzed 2,3-dihydro-1,2,4-triazoles synthesis through [3+2]-cycloaddition of nitrile ylides with azodicarboxylates

Copper-catalyzed 2,3-dihydro-1,2,4-triazoles synthesis through [3+2]-cycloaddition of nitrile ylides with azodicarboxylates

A copper-catalyzed three-component reaction of diazo compounds, nitriles, and azodicarboxylates to construct 2,3-dihydro-1,2,4-triazoles is reported. Key to the success is the utilization of azodicarboxylates to trap the in-situ formed nitrile ylides from diazo compounds by [3 ​+ ​2]-cycloaddition. Both the acceptor-only and donor-acceptor diazo compounds are all tolerated to the strategy. The synthetic value of this protocol is illustrated by gram-scale synthesis and valuable transformation of the obtained 2,3-dihydro-1,2,4-triazoles.

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