Visible-Light-Mediated Energy Transfer Enables the Synthesis of β-Lactams via Intramolecular Hydrogen Atom Transfer

被引：23
|
作者：
Oddy, Meghan J. [1 ]
Kusza, Daniel A. [1 ]
Epton, Ryan G. [2 ]
Lynam, Jason M. [2 ]
Unsworth, William P. [2 ]
Petersen, Wade F. [1 ]
机构：
[1] Univ Cape Town, Dept Chem, ZA-7700 Cape Town, South Africa
[2] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2022年 / 61卷 / 48期
基金：
新加坡国家研究基金会;
关键词：
C-H Functionalization; Energy Transfer; Heterocycles; Hydrogen Atom Transfer; Photocatalysis; C-H FUNCTIONALIZATION; PHOTOCHEMICAL-REACTIONS; ASYMMETRIC-SYNTHESIS; ALIPHATIC-AMINES; ACTIVATION; PHOTOCYCLIZATION; PHOTOCATALYSIS; CONSTRUCTION; CYCLIZATION; AZETIDINES;
D O I：
10.1002/anie.202213086
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The synthesis of 2-azetidinones (beta-lactams) from simple acrylamide starting materials by visible-light-mediated energy transfer catalysis is reported. The reaction features a C(sp(3))-H functionalization via a variation of the Norrish-Yang photocyclization involving a carbon-to-carbon 1,5-hydrogen atom transfer (supported by deuterium labelling and DFT calculations) and can be used for the construction of a diverse range of beta-lactam products.
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页数：6
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