Transition-metal catalyzed reactions of diazo compounds and N,N-dialkylnitrosoamines,Organic Chemistry Frontiers

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Transition-metal catalyzed reactions of diazo compounds and N,N-dialkylnitrosoamines
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2023-11-21 , DOI: 10.1039/d3qo01607b
Yuan Chen ₁ , Rui-jun Peng ₁ , Xue-jing Zhang ₁ , Ming Yan ₁

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In this study, we present a Ru(II)-catalyzed reaction involving diazoindandiones and N,N-dialkylnitrosoamines, leading to the efficient preparation of a diverse array of isoquinoline-1,3,4-trione derivatives in moderate to excellent yields. The reaction was proposed to occur via the rearrangement of the nitroso ylide intermediates. Additionally, we report a Rh(III)-catalyzed reaction employing dimethyl diazomalonate and N,N-dialkylnitrosoamines, yielding stable nitroso ylide products. These findings offer valuable insights into the synthetic potential of diazo compounds and N,N-dialkylnitrosoamines in transition-metal-catalyzed transformations.

中文翻译：

过渡金属催化重氮化合物与N,N-二烷基亚硝胺的反应

在这项研究中，我们提出了一种涉及重氮茚二酮和N , N-二烷基亚硝胺的Ru( II ) 催化反应，从而以中等至优异的收率有效制备了多种异喹啉-1,3,4-三酮衍生物。该反应被认为是通过亚硝基叶立德中间体的重排发生的。此外，我们报道了使用重氮丙二酸二甲酯和N , N-二烷基亚硝基胺进行 Rh( III ) 催化的反应，产生稳定的亚硝基叶立德产物。这些发现为了解重氮化合物和N , N-二烷基亚硝胺在过渡金属催化转化中的合成潜力提供了有价值的见解。

更新日期：2023-11-21

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