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通过双钯-光氧化还原催化经由C-H活化实现可见光驱动的α-甲基-3-苯基喹喔啉-2(1H)-酮的区域选择性脱羧酰化反应

Visible-Light-Driven Regioselective Decarboxylative Acylation of -Methyl-3-phenylquinoxalin-2(1)-one by Dual Palladium-Photoredox Catalysis Through C-H Activation.

作者信息

Kumar Prashant, Singh Brajendra Kumar

机构信息

Bio-organic Chemistry Laboratory, Department of Chemistry, University of Delhi, New Delhi 110007, India.

Department of Chemistry, SRM University Delhi-NCR Sonepat, Sonepat, Haryana 131029, India.

出版信息

ACS Omega. 2023 Dec 16;9(1):651-657. doi: 10.1021/acsomega.3c06367. eCollection 2024 Jan 9.

DOI:10.1021/acsomega.3c06367
PMID:38239288
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10796110/
Abstract

We report herein an efficient visible-light-promoted approach for the regioselective decarboxylative C-H acylation of -methyl-3-phenylquinoxalin-2(1)-ones using α-oxo-2-phenylacetic acids dual palladium-photoredox catalysis. The reactions were carried out at room temperature in the presence of 24 W blue LEDs. The established protocol tolerated a wide range of functional groups and enabled the synthesis of several acylated -methyl-3-phenylquinoxalin-2(1)-ones in good to excellent yields. The proposed mechanism for this transformation was supported by control experiments.

摘要

我们在此报告一种高效的可见光促进方法，用于使用α-氧代-2-苯基乙酸通过双钯-光氧化还原催化对2-甲基-3-苯基喹喔啉-2(1)-酮进行区域选择性脱羧C-H酰化反应。反应在室温下于24瓦蓝色发光二极管存在的条件下进行。所建立的方案耐受多种官能团，并能够以良好至优异的产率合成几种酰化的2-甲基-3-苯基喹喔啉-2(1)-酮。对照实验支持了这种转化的 proposed 机制。 （注：原文中“proposed”未翻译完整，可能是有拼写错误，推测应为“proposed”，意为“提出的”）

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d820/10796110/8313260063db/ao3c06367_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d820/10796110/56d66a55a822/ao3c06367_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d820/10796110/8313260063db/ao3c06367_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d820/10796110/56d66a55a822/ao3c06367_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d820/10796110/8313260063db/ao3c06367_0002.jpg

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