155335-09-4

Upstream product

• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 143360-88-7 N-(2-(hex-1-yn-1-yl)phenyl)-2,2,2-trifluoroacetamide 
• 696-62-8 para-iodoanisole 
• 693-02-7 hex-1-yne 
• 143321-89-5 2,2,2-trifluoro-N-(2-iodophenyl)acetamide 

Relevant academic research and scientific papers

Preparation of indoles from o-alkynyltrifluoroacetanilides through the aminopalladation-reductive elimination process

The functionalized pyrrole nucleus contained in the indole system has been assembled via the palladium-catalyzed reaction of o-alkynyltrifluoroacetanilides with organic halides/triflates or allyl carbonates. In the presence of carbon monoxide, a three-com

2-Substituted-3-acylindoles through the palladium-catalysed carbonylative cyclization of 2-alkynyltrifluoroacetanilides with aryl halides and vinyl triflates

The palladium-catalysed reaction of readily accessible 2- alkynyltrifluoroacetanilides with aryl halides and vinyl triflates under a carbon monoxide atmosphere (1 or 7 atm) and in the presence of potassium carbonate produces 2-substituted-3-acyl indoles in fair to good yield. The acidity of the nitrogen-hydrogen bond proved to be of primary importance for the success of the reaction. The methodology has been applied to the synthesis of pravadoline, a drug that shows analgesic activity against postoperative pain in man.