57785-36-1Relevant articles and documents
Synthesis of [2,2’]Bifuranyl-5,5’-dicarboxylic Acid Esters via Reductive Homocoupling of 5-Bromofuran-2-carboxylates Using Alcohols as Reductants?
Jiang, Huanfeng,Luo, Jiajun,Xie, Yi,Yin, Biaolin,Yu, Bin
, p. 62 - 68 (2020/12/09)
Herein, we describe an environmentally benign and cost-effective protocol for the synthesis of valuable bifuranyl dicarboxylates, starting with α-bromination of readily accessible furan-2-carboxylates by LiBr and K2S2O8. Furthermore, the bromination intermediate product 5-bromofuran-2-carboxylates were then conducted in a palladium-catalyzed reductive homocoupling reactions in the presence of alcohols to afford bifuranyl dicarboxylates. One of the final products in this protocol, [2,2’]bifuran-5,5’-dicarboxylic acid esters, are essential monomers of poly(ethylene bifuranoate), which can be served as an green and versatile alternative polymer for traditional poly(ethylene terephthalate) that is currently common in technical plastics.
Catalyst-Free, Metal-Free, and Chemoselective Transamidation of Activated Secondary Amides
Ramkumar, Rajagopal,Chandrasekaran, Srinivasan
, p. 921 - 932 (2019/02/10)
A simple protocol, which is catalyst-free, metal-free, and chemoselective, for transamidation of activated secondary amides in ethanol as solvent under mild conditions is reported. A wide range of amines, amino acids, amino alcohols, and the substituents, which are problematic in catalyzed transamidation, are tolerated in this methodology. The transamidation reaction was successfully extended to water as the medium as well. The present methodology appears to be better than the other catalyzed transamidations reported recently.
REACTION OF ETHYL 5-SUBSTITUTED-2-FUROYLMALONATES WITH SECONDARY AMINES
Kada, Rudolf,Brunckova, Jarmila,Bobal, Pavol
, p. 1400 - 1407 (2007/10/02)
In situ prepared magnesium salts of ethyl malonate react with 5-X-2-furoyl chlorides (X=Br.NO2.C6H5S and C6H5SO2) to give the corresponding ethyl 5-X-2-furoylmalonates.On treatment of these compounds with secondary amines no nucleophilic substitution of the group X in position 5 of the furan nucleus took place but, instead, amides of 5-X-2-furancarboxylic acids were isolated.
Chemistry of furans: Part VIII - Synthesis of 5-dialkylamino-2-furanamides and furanopeptides
Rai, Usha Kumari,Mishra, S K,Shanker, Brija,Singh, Sujan,Rao, R Balaji
, p. 618 - 623 (2007/10/02)
The synthesis of 5-dialkylamino-furanamides by the nucleophilic displacement of bromine on 5-bromo-2-furanamides with pyrrolidine, piperidine and morpholine is described.Several other primary and secondary amines as well as nucleophiles such as sodio amid
Chemistry of Furans: Part VI - Synthesis of 5-Amino-2-furanamides
Rai, Usha Kumari,Shanker, Birja,Singh, Sujan,Rao, R. Balaji
, p. 674 - 675 (2007/10/02)
5-Amino-2-furanamides (II) have been synthesised by the nucleophilic displacement of bromine in 5-bromo-2-furanamides by piperidine, pyrrolidine and morpholine.