Issue 4, 2022

The application of C–H bond functionalization in the total syntheses of indole natural products

Abstract

The direct functionalization of unactivated C–H bonds has been a rapidly growing field in organic chemistry in recent years because of its indisputable advantages in bond forming reactions in terms of step and atom-economy. On the other hand, indole natural products compose a major family of natural products which attract synthetic chemists because of their intriguing structural features and diverse biological properties. Over the past two decades, important advances have been achieved in the synthesis of natural products including indole natural products by strategically applying C–H functionalization tactics, which enabled bond formation previously not possible and ultimately improved markedly the synthetic efficiency. Progress before 2016 in this area has been overviewed in several elegant review articles. With the methodology development since 2016, many more challenging indole natural products have been synthesized using C–H functionalization as a key transformation. This review will focus on the application of C–H bond functionalization in the total synthesis of indole natural products from the beginning of the year 2016 to Sep. 2021. We first summarize the synthesis of several indole natural alkaloids through the functionalization of C(sp2)–H bonds. Subsequently, the utilization of C(sp3)–H bond functionalization for the synthesis of some indole natural products is described.

Graphical abstract: The application of C–H bond functionalization in the total syntheses of indole natural products

Article information

Article type
Review Article
Submitted
01 ኖቬም 2021
Accepted
11 ዲሴም 2021
First published
13 ዲሴም 2021

Org. Chem. Front., 2022,9, 1195-1210

The application of C–H bond functionalization in the total syntheses of indole natural products

D. Tan and F. Han, Org. Chem. Front., 2022, 9, 1195 DOI: 10.1039/D1QO01636A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements