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

被引：28

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.

引用

页数：6

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