Photoinduced Charge-Transfer Complex Enables ortho-Fluorobenzamide C–F Bond Activation in Isoindolinone Synthesis

IF 2.2 4区 化学 Q2 CHEMISTRY, ORGANIC
He Sheng, Xin Zhang, Xiang-Yu Chen
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引用次数: 0

Abstract

Abstract Photoinduced reactions of o-iodo, o-bromo, and o-chlorobenzamides have been well-established for the synthesis of isoindolinones; however, the corresponding fluorinated substrates remain underexplored. Herein, we report the photoactivation of fluorobenzamides via a novel charge-transfer complex (CTC) pathway, enabling the efficient synthesis of isoindolinone derivatives. Central to this approach is the formation of a CTC between the tBuOK/DMSO anion and fluorobenzamides under light irradiation. This method is operationally simple, mild, and provides a practical route for accessing isoindolinones.
光诱导电荷转移配合物在异吲哚酮合成中激活邻氟苯酰胺C-F键
摘要:邻碘、邻溴和邻氯苯胺的光诱导反应已被证实用于合成异吲哚酮;然而,相应的氟化底物仍未得到充分开发。在此,我们报道了氟苯酰胺通过一种新的电荷转移络合物(CTC)途径的光活化,使异吲哚酮衍生物的高效合成成为可能。这种方法的核心是在光照射下在tBuOK/DMSO阴离子和氟苯酰胺之间形成CTC。该方法操作简单、温和,为获得异吲哚酮提供了一条实用的途径。
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来源期刊
Synthesis-Stuttgart
Synthesis-Stuttgart 化学-有机化学
CiteScore
4.50
自引率
7.70%
发文量
435
审稿时长
1 months
期刊介绍: SYNTHESIS is an international full-paper journal devoted to the advancement of the science of chemical synthesis. It covers all fields of organic chemistry involving synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines. SYNTHESIS provides dependable research results with detailed and reliable experimental procedures and full characterization of all important new products as well as scientific primary data.
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