1221575-72-9Relevant academic research and scientific papers
Selective synthesis of 2,5-disubstituted furan-3-carboxylates and the isomeric 2,4-disubstituted furan-3-carboxylates
Chen, Panpan,Meng, Yinggao,Yang, Qinghua,Wu, Jie,Xiao, Yuanyuan,Gorja, Dhilli Rao,Song, Chuanjun,Chang, Junbiao
, p. 79906 - 79914 (2015/10/06)
An unprecedented Ag2CO3 and DBU mediated cyclization of 3-substituted 2-(2-bromoallyl)-3-oxo-1-carboxylates leading to the formation of 2,5-disubstituted furan-3-carboxylates has been reported. In the absence of a silver salt, the is
Synthesis of furan-3-carboxylic and 4-methylene-4,5-dihydrofuran-3- carboxylic esters by direct palladium iodide catalyzed oxidative carbonylation of 3-yne-1,2-diol derivatives
Gabriele, Bartolo,Mancuso, Raffaella,Maltese, Vito,Veltri, Lucia,Salerno, Giuseppe
, p. 8657 - 8668 (2012/11/07)
A variety of 3-yne-1,2-diol derivatives 1, bearing a primary or secondary alcoholic group at C-1, have been efficiently converted into high value added furan-3-carboxylic esters 2 in one step by PdI2/KI-catalyzed direct oxidative carbonylation, carried out in alcoholic media under relatively mild conditions (100 °C under 40 atm of a 4/1 mixture of CO and air). Carbonylated furans 2 were obtained in fair to excellent isolated yields (56-93%) through a sequential 5-endo-dig heterocyclization-alkoxycarbonylation- dehydration process, using only oxygen as the external oxidant. Under similar conditions, 2-methyl-3-yne-1,2-diols 3, bearing a tertiary alcoholic group, afforded 4-methylene-4,5-dihydrofuran-3-carboxylates 4 in satisfactory yields (58-70%).
Palladium-catalyzed oxidative heterocyclodehydration-alkoxycarbonylation of 3-yne-1,2-diols: a novel and expedient approach to furan-3-carboxylic esters
Gabriele, Bartolo,Veltri, Lucia,Mancuso, Raffaella,Plastina, Pierluigi,Salerno, Giuseppe,Costa, Mirco
experimental part, p. 1663 - 1665 (2010/05/19)
A novel and convenient approach to furan-3-carboxylic esters 2 is presented, based on palladium-catalyzed direct oxidative carbonylation of readily available 3-yne-1,2-diols 1. The process, corresponding to a sequential combination between a 5-endo-dig heterocyclodehydration step and an oxidative alkoxycarbonylation stage, is catalyzed by PdI2 in conjunction with an excess of KI under relatively mild conditions (100 °C in ROH under 40 atm of a 4:1 mixture of CO-air).
