Issue 4, 2023

One-pot C–C, C–N, and C–S bond construction for synthesis of 3-sulfenylindoles directly from unactivated anilines involving dual palladium catalysis and mechanistic insights from DFT

Abstract

An efficient dual Pd-catalytic system was developed for one-pot synthesis of 3-sulfenylindoles via C–C, C–N and C–S bond construction directly from unactivated 2-iodo(NH)anilines under mild reaction conditions. Furthermore, 3-selenyl/halo/carbon-functionalized indoles were synthesized in good yields and a short reaction time. The synthetic utility of 3-sulfenylindole was also demonstrated. The key role of solvent in palladium catalysis was unravelled by DFT.

Graphical abstract: One-pot C–C, C–N, and C–S bond construction for synthesis of 3-sulfenylindoles directly from unactivated anilines involving dual palladium catalysis and mechanistic insights from DFT

Supplementary files

Article information

Article type
Paper
Submitted
05 Sep 2022
Accepted
13 Dec 2022
First published
21 Dec 2022

Org. Biomol. Chem., 2023,21, 838-845

One-pot C–C, C–N, and C–S bond construction for synthesis of 3-sulfenylindoles directly from unactivated anilines involving dual palladium catalysis and mechanistic insights from DFT

S. K. Rastogi, R. Singh, S. Kumar, A. K. Mishra, M. B. Ahirwar, M. M. Deshmukh, A. K. Sinha and R. Kumar, Org. Biomol. Chem., 2023, 21, 838 DOI: 10.1039/D2OB01606K

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