78133-83-2

Upstream product

• 1196835-10-5 C₁₅H₁₄F₃NO₃ 
• 157869-14-2 4-(2-amino-phenyl)-2-methyl-but-3-yn-2-ol 

Downstream Products

• 129491-74-3 methyl 3β-benzoyl-1β-methyl-1,2,3,4-tetrahydro-9H-carbazole-4-carboxylate 
• 134924-08-6 5,6-Dihydro-6-methyl-6-phenyl-7H-benzocarbazol 
• 121897-45-8 5α-methyl-2-phenyl-1,3,3aα,4,5,10cα-hexahydro-2H,6H-pyrrolo<3.4-c>carbazole-1,3-dione 
• 121897-45-8 5β-methyl-2-phenyl-1,3,3aα,4,5,10cα-hexahydro-2H,6H-pyrrolo<3.4-c>carbazole-1,3-dione 

Relevant academic research and scientific papers

An Unprecedented Pd-Catalyzed Carbonylative Route to Fused Furo[3,4-b]indol-1-ones

A novel and efficient catalytic approach to functionalized furo[3,4-b]indol-1-ones is reported. It is based on a palladium-catalyzed sequential process involving an initial cyclization of 2-(hydroxypropyn-1-yl)anilines to form the indole moiety, followed

3-(o-Trifluoroacetamidoaryl)-1-propargylic esters: common intermediates for the palladium-catalyzed synthesis of 2-aminomethyl-, 2-vinylic, and 2-alkylindoles

3-(o-Trifluoroacetamidoaryl)-1-propargylic esters have been used as common synthetic intermediates for the preparation of a variety of 3-unsubstituted 2-substituted indoles. Treating ethyl 3-(o-trifluoroacetamidoaryl)-1-propargylic carbonates unsubstituted or containing an aryl substituent at the propargylic carbon with piperazines and Pd(PPh3)4 in THF at 80 °C affords 2-(piperazin-1-ylmethyl)indoles in excellent yields. Good to excellent yields of 2-aminomethylindoles are also obtained with other secondary amines. Ethyl 3-(o-trifluoroacetamidoaryl)-1-propargylic carbonates bearing an alkyl substituent at the propargylic carbon and ethyl 3-(o-trifluoroacetamidoaryl)-1-propargylic acetates disubstituted at the propargylic carbon give 2-vinylic indoles with the Pd(OAc)2/PPh3 combination and Et3N in THF at 80 °C. Formation of 2-vinylic indoles is quite stereoselective, generating trans vinylic derivatives, at least with the substrates that we have investigated. In the presence of formic acid, Et3N, and Pd(PPh3)4 in MeCN at 80 °C, ethyl 3-(o-trifluoroacetamidoaryl)-1-propargylic carbonates afford 2-alkylindoles in good to excellent yields.