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CO insertion enabled γ-C(sp3)–H heteroarylative carbonylation of tertiary alcohols via heteroaryl migration
Chemical Communications ( IF 4.3 ) Pub Date : 2024-11-04 , DOI: 10.1039/d4cc05361c
Xin Qi, Yuanrui Wang, Xiao-Feng Wu

The direct functionalization of remote C(sp3)–H is valuable but challenging, and is even more difficult to achieve than the γ-C(sp3)–H functionalization of alcohols. Among the strategies, hydrogen atom transfer (HAT) is one of the solutions for such transformations. Herein, we designed a migration reaction involving carbon monoxide, forming an alkoxy radical by photocatalysis, and used carbon monoxide to extend the carbon chain to provide a site for the migration of heteroaryl groups, which makes 1,4-HAT more advantageous, and we relied on this strategy to successfully achieve the synthesis of 1,4-dicarbonyl compounds by γ-C(sp3) functionalization of alcohols.

中文翻译:


CO 插入使 γ-C(sp3)–H 杂芳基羰基化通过杂芳基迁移实现叔醇的



远程 C(sp3)-H 的直接官能化很有价值但具有挑战性,并且比醇的 γ-C(sp3)-H 官能团化更难实现。在这些策略中,氢原子转移 (HAT) 是此类转变的解决方案之一。在此,我们设计了一种涉及一氧化碳的迁移反应,通过光催化形成烷氧基自由基,并利用一氧化碳延伸碳链,为杂芳基的迁移提供位点,这使得 1,4-HAT 更具优势,我们依靠这种策略成功地实现了醇的 γ-C(sp3) 官能化合成 1,4-二羰基化合物。
更新日期:2024-11-09
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