Issue 53, 2024

Rh(iii)-catalyzed atroposelective C–H alkynylation of 1-aryl isoquinolines with hypervalent iodine–alkyne reagents

Abstract

An efficient Rh(III)-catalyzed enantioselective C–H alkynylation of isoquinolines is disclosed. The C–H alkynylation of 1-aryl isoquinolines with hypervalent iodine–alkyne reagents proceeded in DMA at room temperature in the presence of 2.5 mol% chiral SCpRh(III) complex along with 20 mol% AgSbF6, providing axially chiral alkynylated 1-aryl isoquinolines in excellent yields (up to 93%) and enantioselectivity (up to 95% ee). The diverse transformations of the product further enhance the potential utility of this reaction.

Graphical abstract: Rh(iii)-catalyzed atroposelective C–H alkynylation of 1-aryl isoquinolines with hypervalent iodine–alkyne reagents

Supplementary files

Article information

Article type
Communication
Submitted
16 Apr 2024
Accepted
04 Jun 2024
First published
05 Jun 2024

Chem. Commun., 2024,60, 6753-6756

Rh(III)-catalyzed atroposelective C–H alkynylation of 1-aryl isoquinolines with hypervalent iodine–alkyne reagents

D. Zheng, F. Zhao, Q. Gu and S. You, Chem. Commun., 2024, 60, 6753 DOI: 10.1039/D4CC01785D

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