6237-61-2Relevant articles and documents
Novel pyridine-catalyzed reaction of dimethyl acetylenedicarboxylate with aldehydes and N-tosylimines: Efficient synthesis of 2-benzoylfumarates and 1-azadienes
Nair, Vijay,Sreekanth,Abhilash,Biju,Rema Devi,Menon, Rajeev S.,Rath, Nigam P.,Srinivas
, p. 1895 - 1902 (2003)
A novel reaction of 1,4-dipolar intermediate 3, generated from pyridine and dimethyl acetylenedicarboxylate, with aromatic aldehydes, resulted in the facile synthesis of 2-benzoylfumarates via the elimination of pyridine, whereas with N-tosylimines as dipolarophiles the reaction afforded highly substituted 1-azadienes. The reaction of pyridine and dimethyl acetylenedicarboxylate with N-substituted isatins, resulted in a novel three component condensation, affording spiropyrido[2,1-b][1,3]oxazino derivatives in high yields via 1,4-dipolar cycloaddition.
Nicotinic acid functionalized organomodified silica as an efficient heterogeneous catalyst for the synthesis of benzoyl fumarate
Singh, Rana Sanjay Kumar,Kashyap, Bishwapran,Phukan, Prodeep
supporting information, p. 6687 - 6690 (2013/11/19)
A new hybrid catalyst has been developed by incorporating nicotinic acid onto an organomodified silica. The catalyst was applied as a heterogeneous catalyst for the synthesis of benzoyl fumarate. The reactions work well in the presence of 20 wt % of the catalyst at room temperature to produce the desired products in high yield. The catalyst could be recovered and reused without appreciable change in activity.
Reactions of Arylaldehydes and N-Sulfonated Imines with Dimethyl Acetylenedicarboxylate Catalyzed by Nitrogen and Phosphine Lewis Bases
Li, Chao-Qun,Shi, Min
, p. 4273 - 4276 (2007/10/03)
(Equation presented) In the reaction of arylaldehydes or N-sulfonated imines (0.5 mmol) with dimethyl acetylenedicarboxylate (DMAD) (0.6 mmol) catalyzed by pyridine or DMAP (20 mol %), we found that (E)-2-aryl-but-2- enedioic acid dimethyl ester 1 or (E)-2-[aryl-(toluene-4-sulfonylimino)methyl]- but-2-enedioic acid dimethyl ester 2 was formed in good yields at 60°C in THF. A plausible mechanism has been proposed.