Tributylstannane → 2-Methoxy-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-carboxaldehyde

Participants

Reaction Steps

To a stirred solution of 5-methoxy-1-(4-iodobutyl)indole-3-carboxaldehyde in toluene at reflux under argon is added dropwise over 2 h a solution of 1,1′-azobis(cyclohexanecarbonitrile) and tri-n-butyltin hydride in toluene. The mixture is stirred for 3 h, cooled to room temperature, and potassium fluoride and water are added. The mixture is stirred for 18 h and filtered through a pad of kieselguhr. The filter-cake is washed (ethyl acetate) and the filtrate is concentrated in vacuo and purified by column chromatography to give the product.

Provenance & Evidence