Issue 98, 2020

Harnessing hypervalent iodonium ylides as carbene precursors: C–H activation of N-methoxybenzamides with a Rh(iii)-catalyst

Abstract

Hypervalent iodonium ylides expeditiously generate carbenes which undergo domino intermolecular C–H activation followed by intramolecular condensation in the presence of N-methoxybenzamide as a starting material and a Rh(III)-catalyst to afford dihydrophenanthridines. KIE studies and DFT calculations were performed to substantiate the mechanistic pathway. To extend the synthetic utilisation, fluorescent pyranoisocoumarins were achieved by using Rh(III)-catalyzed peri-C–H/O–H activation/annulation reactions.

Graphical abstract: Harnessing hypervalent iodonium ylides as carbene precursors: C–H activation of N-methoxybenzamides with a Rh(iii)-catalyst

Supplementary files

Article information

Article type
Communication
Submitted
07 Sep 2020
Accepted
09 Nov 2020
First published
10 Nov 2020

Chem. Commun., 2020,56, 15462-15465

Harnessing hypervalent iodonium ylides as carbene precursors: C–H activation of N-methoxybenzamides with a Rh(III)-catalyst

S. Mayakrishnan, M. Tamizmani and N. U. Maheswari, Chem. Commun., 2020, 56, 15462 DOI: 10.1039/D0CC06038K

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