Molecules 2011, 16(6), 5241-5267; doi:10.3390/molecules16065241
Review

Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions

Institut de Recherches sur la Catalyse et l’Environnement de Lyon (IRCELYON), Université de Lyon, CNRS, UMR 5256, 2 avenue Albert Einstein, Villeurbanne F-69626, France
* Author to whom correspondence should be addressed.
Received: 31 May 2011; in revised form: 20 June 2011 / Accepted: 21 June 2011 / Published: 23 June 2011
(This article belongs to the Special Issue Cross-Coupling Reactions in Organic Synthesis)
PDF Full-text Download PDF Full-Text [845 KB, uploaded 23 June 2011 13:47 CEST]
Abstract: N-containing heteroaromatics are important substructures found in numerous natural or synthetic alkaloids. The diversity of the structures encountered, as well as their biological and pharmaceutical relevance, have motivated research aimed at the development of new economical, efficient and selective synthetic strategies to access these compounds. Over more than 100 years of research, this hot topic has resulted in numerous so-called “classical synthetic methods” that have really contributed to this important area. However, when the selective synthesis of highly functional heteroaromatics like indoles, quinolones, indoxyls, etc. is considered these methods remain limited. Recently transition metal-catalysed (TM-catalysed) procedures for the synthesis of such compounds and further transformations, have been developed providing increased tolerance toward functional groups and leading generally to higher reaction yields. Many of these methods have proven to be the most powerful and are currently applied in target- or diversity-oriented syntheses. This review article aims at reporting the recent developments devoted to this important area, focusing on the use of heterogeneous catalysed procedures that include either the formation of the heterocyclic ring towards the nuclei or their transformations to highly substituted compounds.
Keywords: indoles; quinolones; dihydroisoquinoline-3-ones; indoxyls; heterogeneous transition metal catalysts; palladium; one-pot reactions; Larock reaction; C–H arylation; alkenylation

Article Statistics

Load and display the download statistics.

Citations to this Article

Cite This Article

MDPI and ACS Style

Djakovitch, L.; Batail, N.; Genelot, M. Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions. Molecules 2011, 16, 5241-5267.

AMA Style

Djakovitch L, Batail N, Genelot M. Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions. Molecules. 2011; 16(6):5241-5267.

Chicago/Turabian Style

Djakovitch, Laurent; Batail, Nelly; Genelot, Marie. 2011. "Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions." Molecules 16, no. 6: 5241-5267.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert