73053-94-8

Upstream product

• 4753-09-7 N-benzoyltryptamine 
• 84-58-2 2,3-dicyano-5,6-dichloro-p-benzoquinone 
• 65-85-0 benzoic acid 
• 98-88-4 benzoyl chloride 
• 343-94-2 tryptamine hydochloride 
• 61-54-1 tryptamine 

Downstream Products

• 1435936-67-6 C₂₂H₂₀N₂O₃ 
• 1435936-71-2 C₁₇H₁₁ClN₂O 
• 73053-83-5 3-(2-phenyl-1,3-oxazol-5-yl)-1H-indole 

Relevant academic research and scientific papers

First reported propylphosphonic anhydride (T3P) mediated Robinson–Gabriel cyclization. Synthesis of natural and unnatural 5-(3-indolyl)oxazoles

In the present work, a propylphosphonic anhydride (T3P) assisted Robinson–Gabriel cyclization of N-acyl-β-oxotryptamines for the synthesis of 2-substituted-5-(3-indolyl)oxazoles has been developed. The reactions proceeded smoothly in acetonitri

Chemistry and biology of diazonamide A: Second total synthesis and biological investigations

As an especially unique target for chemical synthesis, diazonamide A has the potential to be constructed through a plethora of synthetic routes, each attended by different challenges and opportunities for discovery. In this article, we detail our second total synthesis of diazonamide A through a sequence entirely distinct from that employed in our first campaign, one whose success required the development of several special strategies and tactics. We also disclose our complete studies regarding the chemical biology of diazonamide A and its structural congeners, and more fully delineate the scope of our protocol for Robinson-Gabriel cyclodehydration using pyridine-buffered POCl 3.

Synthesis of Oxazolylindole Alkaloids from Tryptamine and Tryptophan by Oxidation with 2,3-Dichloro-5,6-dicyanobenzoquinone

When N-acyl derivatives of tryptamine and L-tryptophan methyl ester were treated with DDQ (2 equiv) in tetrahydrofuran or other anhydrous solvents, four consecutive reactions, dehydrogenation, nucleophilic cyclization, another dehydrogenation, and isomeri