97583-87-4

Upstream product

• 16800-68-3 1-acetyl-2,3-dihydro-1H-indol-3-one 
• 2700-22-3 Benzylidenemalononitrile 
• 100-52-7 benzaldehyde 
• 109-77-3 malononitrile 
• 95542-12-4 1-acetyl-2-benzylideneindolin-3-one 

Downstream Products

• 97583-92-1 4-phenyl-2-methoxy-3-cyano-δ-carboline 
• 97583-98-7 4-phenyl-3-cyano-2-ethoxy-δ-carboline 
• 97583-99-8 5-acetyl-2-methoxy-4-phenyl-3-cyano-δ-carboline 
• 97583-94-3 2-acetylamino-4-phenyl-3-cyano-4H-pyrano<3,2-b>indole 
• 38073-42-6 2-benzylidene-indolin-3-one 
• 97583-93-2 5-acetyl-2-diacetylamino-4-phenyl-3-cyano-4H-pyrano<3,2-b>indole 

Relevant academic research and scientific papers

One-step synthesis of 5-acetyl-2-amino-4-aryl-3-cyano-4H-pyrano[3,2-b] indoles. Molecular and crystal structure of 5-acetyl-2-amino-4-(4′-chloro- 3′-nitrophenyl)-3-cyano-4H-pyrano[3,2-b]indole

A one-step procedure was developed for the synthesis of 5-acetyl-2-amino-4-aryl-3-cyano-4H-pyrano[3,2-b]indoles involving the three-component reaction of 1-acetylindol-3(2H)-one with aromatic aldehydes and malononitrile in ethanol in the presence of triethylamine as the catalyst. The structure of 5-acetyl-2-amino-4-(4′-chloro-34′-nitrophenyl)-3-cyano- 4H-pyrano[3,2-b]indole was established by X-ray diffraction analysis.

NEW METHOD OF SYNTHESIS OF δ-CARBOLINES FROM 3-INDOLINONE VIA PYRANOINDOLES

2-Arylidene-1-acetylindolin-3-ones were obtained from 1-acetylindolin-3-ones and p-substituted benzaldehydes or 4-pyridinecarboxaldehyde, by the action of malonodinitrile, and were converted into 2-amino-4-aryl-5-acetyl-3-cyanopyranoindoles.When heated with an aqueous-alcoholic solution of KOH, the latter compounds transform into 2-alkoxy-4-aryl-3-cyano-δ-carbolines.The possible paths of formation of δ-carbolines and pyranoindoles are discussed.