ChemInform Abstract: Diastereoselective Synthesis of trans‐2,3‐Dihydrofurans with Pyridinium Ylide Assisted Tandem Reaction.

Abstract

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Ionic liquid attached to colloidal silica nanoparticles: as high performance catalyst for the preparation of dihydrofurans under microwave irradiation

“…Afterwards, the Michael addition of pyridinium ylide with enone I affords the zwitterionic intermediate that undergoes cyclization to the title product. This mechanism is supported by literatures [12,13,15]. In this mechanism, the cation of ionic liquid activates the C=O group for better reaction with nucleophiles.…”

“…These features make dihydrofurans useful targets in organic synthesis. A number of methods have been developed for the synthesis of dihydrofurans in the presence of diverse catalysts, such as manganese(III) acetate [6], potassium carbonate [7], piperidine [8], cerium(IV) ammonium nitrate (CAN) [9], copper(I) triflate [10], triphenylphosphine (Ph 3 P) [11], [BMIm]OH [12], N-methyl imidazole [13], NaOH [14], and Et 3 N [15]. Some of the reported procedures endure drawbacks such as long reaction times, and undesirable reaction conditions.…”

Recent advances in the application of ylide-like species in [4 + 1]-annulation reactions: an updated review

“…[4 + 1]-Annulation of Michael acceptors with ammonium ylides has been known for quite a long time (for the representative literature, see ref. [74][75][76][77][78][79][80]. A significant breakthrough in this field was by employing chiral ammonium ylides derived from cinchona alkaloids.…”

Convenient multicomponent synthesis of furo[3,2-c]coumarins in the promoting medium DIPEAc and assessment of their therapeutic potential through in silico pharmacophore based target screening

“…The literature survey reveals that the synthesis of furocoumarins has already been reported by using catalysts such as Fe 3 O 4 @SiO 2 nanoparticles, 20 I 2 /H 2 O, 21 pyridine or a mixture of AcOH and AcONH 4 , 22 ionic liquid [BMIm]OH, 23 Pd(CF 3 COO) 2 , 24 CuBr 2 , 25 N-methylimidazolium 26 and Et 3 N. 27 However, in spite of their potential benefits, many of these reported methods suffer from drawbacks such as the use of environmentally harmful organic solvents, expensive catalysts, harsh reaction conditions, difficult work-up, non-recyclability of solvents, commercial unavailability and low yields. Given this scenario, the discovery of robust synthetic strategies that enable the onepot convergent assembly of furocoumarins remains a vibrant research area.…”