22731-27-7

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 201230-82-2 carbon monoxide 
• 117632-84-5 1-((trifluoromethyl)sulfonyl)-1H-benzo[d][1,2,3]triazole 
• 98-80-6 phenylboronic acid 

Downstream Products

• 249613-40-9 N-(2-benzoyl-phenyl)-C,C,C-trifluoro-N-(2-oxo-2-pyrrolidin-1-yl-ethyl)-methanesulfonamide 
• 249613-39-6 N-(2-benzoyl-phenyl)-N-benzyl-C,C,C-trifluoro-methanesulfonamide 
• 1399086-34-0 (R)-4-hydroxy-2-(3-nitrophenyl)-4-phenyl-1-(trifluoromethylsulfonyl)-1,4-dihydroquinoline-3-carbaldehyde 

Relevant academic research and scientific papers

Denitrogenative Suzuki and carbonylative Suzuki coupling reactions of benzotriazoles with boronic acids

Unprecedented palladium-catalyzed denitrogenative Suzuki and carbonylative Suzuki coupling reactions of benzotriazoles with boronic acids have been realized, which afforded structurally diverse ortho-amino-substituted biaryl and biaryl ketone derivatives. The key to this success is due to the development of a rationally designed strategy to achieve the ring opening of benzotriazoles with a synergistic activating-stabilizing effect, which enables the in situ generation of the corresponding ortho-amino-arenediazonium species. The present work opens up a new avenue to utilize benzotriazoles as synthetic equivalents of ortho-amino-arenediazoniums, which otherwise could not be directly accessed by existing synthetic methods.

Diastereoselective photocyclization to dihydroindolinols

Photocyclization of substituted o-aminophenylketone lb leads in high yields to indolinol 3b. Depending upon the substituent R2 and on the solvent either cis-products (10: R2=COX) or transproducts (12: R2=Ph) are formed predominantly.