Direct C–H selenylation of (Benz)imidazole and related heterocycles via cooperative action of palladium and silver catalyst

IF 2.2 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2025-04-17 DOI:10.1016/j.tet.2025.134667
Pranali Prabhakar Thakur, Manali Pawar, Mahendra Patil
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Abstract

The selenylation of (benz)imidazole and related heteroarenes has been successfully achieved using PdCl2/Ag2O/Xantphos as a catalytic system. This method exploits the cooperative action of palladium and silver catalyst to activate diaryl diselenides as well as C–H bonds of (benz)imidazole and related heteroarenes, enabling the effective coupling of selenium moieties with these heteroarenes. Control experiments involving variation in catalyst loading revealed the synergistic interaction between Pd and Ag catalyst in the reaction. The unification of these robust catalytic systems ensures optimal outcome in the synthesis of a diverse array of organoselenium compounds featuring aryl-heteroaryl scaffolds.

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钯和银催化剂协同作用下(奔驰)咪唑及相关杂环的直接C-H硒化反应
以PdCl2/Ag2O/Xantphos为催化体系,成功地实现了苯并咪唑及相关杂芳烃的硒化反应。该方法利用钯和银催化剂的协同作用,激活二芳基二硒化物以及(奔驰)咪唑和相关杂环芳烃的C-H键,使硒基团与这些杂环芳烃有效偶联。不同催化剂负载的对照实验揭示了钯和银催化剂在反应中的协同作用。这些强大的催化系统的统一确保了合成具有芳基-杂芳基支架的各种有机硒化合物的最佳结果。
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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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