钯催化硫代氨基甲酸酯的环异构化，并连续形成季碳和硫化物

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2024-11-19 DOI:10.1016/j.tetlet.2024.155384

Hyu Kumazawa, Masahisa Nakada

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引用次数: 0

摘要

本研究描述了 Pd 催化的硫代氨基甲酸酯环异构化反应，该反应会连续生成一个季碳和一个硫化物。烷基硫代氨基甲酸酯和芳基硫代氨基甲酸酯都发生了这种 Pd 催化级联反应，而芳基硫代氨基甲酸酯的反应速度快于烷基硫代氨基甲酸酯。Pd 催化的环异构化反应可用于苯系和烯系底物，而且发现硫代氨基甲酸酯的反应性比硫代氨基甲酰亚胺低。Pd 催化的环异构化反应可用于形成桥环，并有望用于含氮多环天然产物的环构建。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Palladium-catalyzed cycloisomerization of thiocarbamates with consecutive formation of quaternary carbon and sulfide

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Palladium-catalyzed cycloisomerization of thiocarbamates with consecutive formation of quaternary carbon and sulfide

The Pd-catalyzed cycloisomerization of thiocarbamates with consecutive formation of a quaternary carbon and a sulfide is described. This Pd-catalyzed cascade reaction occurred with both alkylthiocarbamates and arylthiocarbamates, and arylthiocarbamates reacted faster than alkylthiocarbamates. The Pd-catalyzed cycloisomerization can be applied to phenylene- and alkylene-tethered substrates, and thiocarbamate was found to be less reactive than carbamimidothioate. The Pd-catalyzed cycloisomerization can be used to form bridged rings and is expected to be useful for ring construction of nitrogen-containing polycyclic natural products.

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.