Palladium??Catalyzed Aryl Amination–Heck Cyclization Cascade: A One??Flask Approach to 3??Substituted Indoles

…, H Pedersen, B Bang??Andersen…

Index: Jensen, Thomas; Pedersen, Henrik; Bang-Andersen, Benny; Madsen, Robert; Jorgensen, Morten Angewandte Chemie - International Edition, 2008 , vol. 47, # 5 p. 888 - 890

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Citation Number: 113

Abstract

The indole nucleus is found in numerous biologically important natural products and synthetic drugs. Indoles with carbon substituents in the 3-position are of pivotal importance in central-nervous-system (CNS) drugs, particularly for antipsychotics.[1] Although many indole syntheses are known, a truly general approach has yet to be discovered.[2, 3] Herein we report a route to 3-substituted indoles from ortho-dihalobenzenes and allylic amines ...

~74%

~58%

~65%

~66%

~79%

~80%

~74%

~63%

~85%

~67%

~69%

~46%

~42%

~15%

One-pot N-alkylation/Heck approach to substituted indoles

[Weinrich, Melissa L.; Beck, Hilary P. Tetrahedron Letters, 2009 , vol. 50, # 50 p. 6968 - 6972]