Issue 9, 2015

Combining Pd(π-allyl)Cp and PPh3 as a unique catalyst for efficient synthesis of alkyliodo indoles via C(sp3)–I reductive elimination

Abstract

The combination of Pd(π-allyl)Cp and PPh3 was found to generate an efficient catalyst for the formation of indole-containing alkyl iodides from ortho-amino iodobenzenes and both aromatic and aliphatic alkynes. A unique feature of this reaction is a palladium-promoted C(sp3)–I bond formation via reductive elimination. This catalytic process was found to be very sensitive to the size and equivalents of phosphine ligands and the nature of the base.

Graphical abstract: Combining Pd(π-allyl)Cp and PPh3 as a unique catalyst for efficient synthesis of alkyliodo indoles via C(sp3)–I reductive elimination

Supplementary files

Article information

Article type
Research Article
Submitted
23 Jun 2015
Accepted
13 Jul 2015
First published
14 Jul 2015

Org. Chem. Front., 2015,2, 1080-1084

Combining Pd(π-allyl)Cp and PPh3 as a unique catalyst for efficient synthesis of alkyliodo indoles via C(sp3)–I reductive elimination

W. Hao, H. Wang, P. J. Walsh and Z. Xi, Org. Chem. Front., 2015, 2, 1080 DOI: 10.1039/C5QO00197H

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