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苯乙醛酸:一种用于光化学氢原子转移 C-H 杂环官能化的有效引发剂。

Phenylglyoxylic Acid: An Efficient Initiator for the Photochemical Hydrogen Atom Transfer C-H Functionalization of Heterocycles.

机构信息

Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, 15771, Athens, Greece.

出版信息

ChemSusChem. 2020 Nov 20;13(22):5934-5944. doi: 10.1002/cssc.202001892. Epub 2020 Sep 7.

DOI:10.1002/cssc.202001892
PMID:32833347
Abstract

C-H functionalization at the α-position of heterocycles has become a rapidly growing area of research. Herein, a cheap and efficient photochemical method was developed for the C-H functionalization of heterocycles. Phenylglyoxylic acid (PhCOCOOH) could behave as an alternative to metal-based catalysts and organic dyes and provided a very general and wide array of photochemical C-H alkylation, alkenylation, and alkynylation, as well as C-N bond forming reaction methodologies. This novel, mild, and metal-free protocol was successfully employed in the functionalization of a wide range of C-H bonds, utilizing not only O- or N-heterocycles, but also the less studied S-heterocycles.

摘要

杂环的 α-位 C-H 官能团化已经成为一个快速发展的研究领域。本文开发了一种廉价高效的杂环 C-H 官能团化的光化学方法。苯乙二醛酸(PhCOCOOH)可以替代金属基催化剂和有机染料,提供了非常通用和广泛的光化学 C-H 烷基化、烯基化和炔基化以及 C-N 键形成反应方法。这种新颖、温和且无金属的方法成功地应用于广泛的 C-H 键的官能团化,不仅可以利用 O-或 N-杂环,还可以利用研究较少的 S-杂环。

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