ePrints@IIScePrints@IISc Home | About | Browse | Latest Additions | Advanced Search | Contact | Help

Highly regioselective C2-alkenylation of indoles using the N-benzoyl directing group: an efficient Ru-catalyzed coupling reaction

Lanke, Veeranjaneyulu and Prabhu, Kandikere Ramaiah (2013) Highly regioselective C2-alkenylation of indoles using the N-benzoyl directing group: an efficient Ru-catalyzed coupling reaction. In: Organic Letters, 15 (11). pp. 2818-2821.

[img] PDF
Organic Letters_15-11_2818_2013.pdf - Published Version
Restricted to Registered users only

Download (524kB) | Request a copy
[img] PDF
Org_Le_15-11_1_2013.pdf - Published Supplemental Material
Restricted to Registered users only

Download (4MB) | Request a copy
Official URL: http://dx.doi.org/10.1021/ol4011486

Abstract

A highly regioselective alkenylation of indole at the C2-position has been achieved using the Ru(II) catalyst by employing a directing group strategy. This strategy offers rare selectivity for the alkenylation N-benzoylindole at the C-2 position in the presence of the more active C3- and C7-position of indole and the ortho-positions of the benzoyl protecting group. A simple deprotection of the benzoyl group has also been exemplified, and the resulting product serves as a useful synthon for natural product syntheses.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Francis Jayakanth
Date Deposited: 03 Sep 2013 07:10
Last Modified: 03 Sep 2013 07:10
URI: http://eprints.iisc.ac.in/id/eprint/46977

Actions (login required)

View Item View Item