75304-06-2

Upstream product

• 98-88-4 benzoyl chloride 
• 87463-19-2 N_β-α-allyl-tryptamine 
• 1426222-65-2 N-allyl-N-benzoyltryptamine 
• 61-54-1 tryptamine 
• 6678-86-0 1‐ethyl‐1,2,3,4‐tetrahydro‐β‐carboline 

Downstream Products

• 26585-14-8 crenatine 
• 75304-07-3 N-{2-[2-(2-Oxo-propyl)-1H-indol-3-yl]-ethyl}-benzamide 
• 75304-07-3 N-[2-(2-Propionyl-1H-indol-3-yl)-ethyl]-benzamide 
• 75314-80-6 2-Benzoyl-1-ethyl-1,2,3,9-tetrahydro-β-carbolin-4-one 
• 20127-61-1 1-ethyl-9H-β-carboline 

Relevant academic research and scientific papers

Ruthenium hydride/Bronsted acid-catalyzed tandem isomerization/N-acyliminium cyclization sequence for the synthesis of tetrahydro-β-carbolines

This paper describes an efficient tandem sequence for the synthesis of 1,2,3,4-tetrahydro-β-carbolines (THBCs) relying on a ruthenium hydride/Bronsted acid-catalyzed isomerization of allylic amides to N-acyliminium ion intermediates which are trapped by a

Dichlorodicyanoquinone Oxidations in the Indole Area. Synthesis of Crenatine

The influence of temperature on the reaction of dichlorodicyanoquinone (DDQ) with 1,2,3,4-tetrahydro-β-carbolines has been explored.The DDQ oxidation of amide 2a, when performed at room temperature, gave 3a (3-acylindole)/4 (2-acylindole) in a ratio of ca. 1:1, while this was increased to 2:1 at 0 deg C and to ca. 5:1 at -78 deg C.This method for preparation of 4-oxo-β-carbolines has been employed for synthesis of the β-carboline alkaloid crenatine (11).In addition, treatment of the 4-oxotetrahydro-β-carboline (3b) with hydrazine gave 1-ethyl-4-amino-β-carboline (12) which should provide access to a series of 4-substituted β-carbolines.