148564-90-3Relevant articles and documents
2-Alkylindoles via palladium-catalyzed reductive cyclization of ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonates
Ambrogio, Ilaria,Cacchi, Sandro,Fabrizi, Giancarlo
, p. 7721 - 7725 (2007)
The reaction of ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonates with formate anions in the presence of Pd(PPh3)4 affords 2-alkylindoles in good to excellent yields.
Sequential alkylation/cyclization/isomerization of ethyl 3-(o-trifluoroacetamidoaryl)-1-propargylic esters: A new route to 2-acyl- and 2-ethoxycarbonyl-3-alkenyl indoles
Ambrogio, Ilaria,Arcadi, Antonio,Cacchi, Sandro,Fabrizi, Giancarlo,Goggiamani, Antonella,Marinelli, Fabio
, p. 9494 - 9498 (2013/10/08)
The reaction of ethyl 3-(o-trifluoroacetamidoaryl)-1-propargylic esters with ethyl iodoacetate or α-bromoacetophenone in the presence of K 2CO3 in DMSO provides a new simple access to 2-acyl- and 2-ethoxycarbonyl-3-alkenyl indoles.
Palladium-catalyzed heteroannulation with acetylenic carbinols as synthons-synthesis of quinolines and 2,3-dihydro-4(1H)-quinolones
Mahanty, Jyan S.,De, Mahuya,Das, Palas,Kundu, Nitya G.
, p. 13397 - 13418 (2007/10/03)
o-Iodoanilides 4 reacted with terminal acetylenic carbinols 5 under palladium-catalyzed conditions to yield o-substituted anilides 6. Most of the anilides 6 could be cyclized with NaOEt/EtOH to 2-arylquinolines 2. o-Iodoanilines 7 reacted with carbinols 5 leading to 8 which on palladium(II) assisted cyclisation afforded substituted quinolines 2. An excellent synthesis of the alkaloid dubamine (2n) is reported. Also, the anilides 6 on acid-catalyzed rearrangement, deprotection and cyclisation led to the 2-aryl-2, 3-dihydro-4(1H)-quinolones 16.