585571-84-2

Upstream product

• 585571-80-8 2-[(allyl-tert-butoxycarbonyl-amino)-methyl]-indole-1-carboxylic acid tert-butyl ester 
• 585571-78-4 N-((1H-indol-2-yl)methyl)prop-2-en-1-amine 
• 19005-93-7 1H-indol-2-ylcarboxaldehyde 
• 585571-81-9 2-{[tert-butoxycarbonyl-(2,3-dihydroxy-propyl)-amino]-methyl}-indole-1-carboxylic acid tert-butyl ester 
• 1777-56-6 4-chlorobenzoylmethylenetriphenylphosphorane 

Relevant academic research and scientific papers

New versatile route to the synthesis of tetrahydro-β-carbolines and tetrahydro-pyrano[3,4-b]indoles via an intramolecular Michael addition catalyzed by InBr3

A simple multistep synthetic strategy to 4-sub-stituted 1,2,3,4-tetrahydro-β-carboline and 1,3,4,9-tetrahydro-pyrano[3,4-b]indole derivatives starting from commercially available indole 2-carboxylic acid (5) is described. The final intramolecular Michael addition promoted by catalytic amount of InBr3 (5-10 mol %) provided the expected polycyclic compounds in excellent yields (up to 97%) both in anhydrous organic and aqueous media.