Work

Intermolecular dearomative C2-arylation of N-Ac indoles activated by FeCl 3

Year: 2016

Type: article

Abstract: We report the FeCl3-mediated direct addition of electron-rich arenes to the C2-position of electrophilic N-Ac indoles under mild conditions (room temperature, air). No functional group is required on the arene nucleophile: one of its C-H bonds is added to the C2[double bond, length as m-dash]C3 double bond of the indole nucleus in a Friedel-Crafts-type reaction. This dearomatisation process delivered a broad range of C2-arylated indolines.

Source: Chemical Communications

DOI: 10.1039/c6cc01654e

Authors: Raj Kumar Nandi, Friederike Ratsch, Rodolphe Beaud, Régis Guillot, Cyrille Kouklovsky, Guillaume Vincent

Institutions: Université Paris-Sud, Centre National de la Recherche Scientifique, Université Paris-Saclay, Institut de Chimie Moléculaire et des Matériaux d'Orsay

Language: English

Topic: Catalytic C–H Functionalization Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Funder: Agence Nationale de la Recherche

Award: Coupling of Phenols and Indoles towards benzofuroindolines analogs of diazonamide A.