Tandem Hydroformylation/Fischer Indole Synthesis: A Novel and Convenient Approach to Indoles from Olefins
- 2 August 2003
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 5 (18) , 3213-3216
- https://doi.org/10.1021/ol0350184
Abstract
A novel one-pot synthesis of indole systems via tandem hydroformylation/Fischer indole synthesis starting from olefins and arylhydrazines is described. This tandem procedure leads directly to 3-substituted indoles if unsubstituted phenylhydrazine is used and to 3,5- respectively 3,7-disubstituted indoles if para- or ortho-substituted arylhydrazines are used.Keywords
This publication has 11 references indexed in Scilit:
- Recent developments in indole ring synthesis—methodology and applicationsJournal of the Chemical Society, Perkin Transactions 1, 2000
- Selective hydroformylation of N-allylacetamide in an inverted aqueous two-phase catalytic system, enabling a short synthesis of melatoninChemical Communications, 2000
- A Palladium-Catalyzed Method for the Preparation of Indoles via the Fischer Indole SynthesisJournal of the American Chemical Society, 1999
- Tandem Reaction Sequences under Hydroformylation Conditions: New Synthetic Applications of Transition Metal CatalysisChemical Reviews, 1999
- A Palladium-Catalyzed Strategy for the Preparation of Indoles: A Novel Entry into the Fischer Indole SynthesisJournal of the American Chemical Society, 1998
- Progress in hydroformylation and carbonylationJournal of Molecular Catalysis A: Chemical, 1995
- PROGRESS IN THE FISCHER INDOLE REACTION. A REVIEWOrganic Preparations and Procedures International, 1993
- Catalytic synthesis of 3-substituted indoles using CO as building block and supported rhodium as catalystJournal of the Chemical Society, Chemical Communications, 1981
- Synthese von IndolderivatenEuropean Journal of Inorganic Chemistry, 1884
- Ueber die Hydrazine der BrenztraubensäureEuropean Journal of Inorganic Chemistry, 1883