A route to annulated indoles via a palladium-catalyzed tandem alkylation/direct arylation reaction

Cyril Bressy; Dino Alberico; Mark Lautens

doi:10.1021/ja054472v

A route to annulated indoles via a palladium-catalyzed tandem alkylation/direct arylation reaction

J Am Chem Soc. 2005 Sep 28;127(38):13148-9. doi: 10.1021/ja054472v.

Authors

Cyril Bressy¹, Dino Alberico, Mark Lautens

Affiliation

¹ Davenport Laboratories, Chemistry Department, University of Toronto, Toronto, Ontario, Canada M5S 3H6.

PMID: 16173734
DOI: 10.1021/ja054472v

Abstract

A norbornene-mediated palladium-catalyzed tandem alkylation/C-H functionalization sequence is described, in which an alkyl-aryl bond and a heteroaryl-aryl bond are formed in one pot. A variety of highly substituted six- and seven-membered ring annulated indoles were synthesized in good yields from bromoalkyl indoles and aryl iodides.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkylation
Catalysis
Indoles / chemical synthesis*
Ligands
Molecular Structure
Organometallic Compounds / chemistry*
Palladium / chemistry*

Substances

Indoles
Ligands
Organometallic Compounds
Palladium