FeCl3 catalyzed direct oxime etherification of inert C(sp3)-H via photo-driven HAT in batch and continuous flow mode

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC
Yuxin Pan, Kaikai Qiao, Bing-ru Shao, Xin Du, Wen-feng Jiang, Lei Shi
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引用次数: 0

Abstract

We report an efficient photocatalytic strategy for direct oxime etherification of unactivated C(sp3)-H bonds through hydrogen atom transfer (HAT) activation, employing low loading FeCl3 as catalyst under blue light irradiation. This methodology demonstrates a broad substrates scope with excellent functional group tolerence, including cycloalkanes, ethers, amides, sulfonamides, phosphoramides, and ketones. Furthermore, the reaction system exhibits remarkable scalability through continuous flow photoreactor, achieving practical gram-scale production of pharmaceutically relevant oxime ether derivatives with improved yields.

Abstract Image

FeCl3通过光驱动HAT催化惰性C(sp3)-H在间歇和连续流动模式下直接肟醚化
我们报道了一种有效的光催化策略,通过氢原子转移(HAT)活化,在蓝光照射下使用低负荷FeCl3作为催化剂,直接肟醚化未活化的C(sp3)-H键。该方法显示了广泛的底物范围,具有良好的官能团耐受性,包括环烷烃,醚,酰胺,磺胺,磷酰胺和酮类。此外,该反应体系通过连续流动光反应器表现出显著的可扩展性,实现了药用相关肟醚衍生物的克级生产,并提高了产率。
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来源期刊
Tetrahedron Letters
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.
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