Abstract

In the last two decades, the field of photoredox catalysis (PRC) has grown impressively with reports of new synthetic methodologies and more efficient versions of known free-radical reactions. The impressive success of visible-light-mediated photoredox catalysis is, in great part, due to its low environmental impact, mild reaction conditions, clean reactions, and inexpensive methodologies. These features have allowed photoredox catalysis to emerge as a powerful tool in the synthesis of natural products; much excellent work was reported between 2011 and 2015. Since 2016, a number of more efficient and impressive total syntheses of natural products featuring photoredox catalysis have been reported. In this review, we summarize the recent synthetic applications of photoredox catalysis in the total synthesis of natural products between 2016 and 2020.

1 Introduction

2 Intermolecular Additions from Functionalized Substrates

2.1 Intermolecular Additions from Alkyl Halides

2.2 Intermolecular Additions from Alcohols and Carboxylic Acids

3 Cyclizations from Functionalized Substrates

3.1 Cyclizations of Carbon-Centered Radicals

3.2 Cyclizations of Nitrogen-Centered Radicals

4 Intramolecular Cyclization from Non-functionalized N–H Bonds

4.1 Type I Radical Cascade

4.2 Type II Radical Cascade

4.3 Type III Radical Cascade

5 Functionalization of Imines and Enamines

6 Cycloadditions

7 Miscellaneous

7.1 Dehalogenation and Reductive Decarboxylation

7.2 Thiyl Radical Promoted Cascade

8 Conclusions and Perspectives

中文翻译：

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天然产物全合成中的可见光介导的光氧化还原反应

摘要

在过去的二十年中，随着新的合成方法和已知自由基反应的更高效形式的报道，光氧化还原催化（PRC）领域取得了令人瞩目的发展。可见光介导的光氧化还原催化的令人瞩目的成功很大程度上归功于其对环境的低影响，温和的反应条件，清洁的反应和廉价的方法。这些特征使光氧化还原催化成为合成天然产物的有力工具。2011年至2015年间报告了许多出色的工作。自2016年以来，已经报道了许多具有光氧化还原催化作用的天然产物的更有效和令人印象深刻的总合成。在这篇综述中，我们总结了2016年至2020年之间光氧化还原催化在天然产物的总合成中的最新合成应用。

1引言

2功能化底物的分子间加成

2.1烷基卤化物的分子间加成

2.2醇和羧酸的分子间加成

3从功能化底物环化

3.1碳中心自由基的环化

3.2氮中心自由基的环化

4非官能化NH键的分子内环化

4.1 I型自由基级联

4.2 II型自由基级联

4.3 III型自由基级联

5亚胺和烯胺的官能化

6个环加成

7其他

7.1脱卤和还原脱羧

7.2巯基自由基促进的级联反应

8结论与观点