Experimental and theoretical studies on the synthesis of 1,4,5-trisubstituted pyrrolidine-2,3-diones

• Nguyen Tran Nguyen,
• Vo Viet Dai,
• Nguyen Ngoc Tri,
• Luc Van Meervelt,
• Nguyen Tien Trung and
• Wim Dehaen

Beilstein J. Org. Chem. 2022, 18, 1140–1153, doi:10.3762/bjoc.18.118

• . Keywords: 4-acetyl-3-hydroxy-3-pyrroline-2-ones; 1,5-dihydro-2H-pyrrol-2-ones; pyrrolidine-2,3-dione; 2-pyrrolidinone derivative; 3-pyrroline-2-one; Introduction 2-Pyrrolidone, also known as γ-lactam, is a five-membered heterocyclic ring containing four carbon and one nitrogen atoms [1]. This γ-lactam

• form doxapram hydrochloride which helps to increase the respiratory rate [7] (Figure 1). Among the 2-pyrrolidinone derivatives, 1,5-dihydro-2H-pyrrol-2-ones, also named as 3-pyrrolin-2-ones, are important builiding blocks which can be further modified in organic synthesis and medicinal chemistry [8][9

• the fungal endophyte Acremonium zeae and its chemical structure was elucidated in 2002 (Figure 2). This natural 3-pyrrolin-2-one derivative exhibits potent antivity against Gram-positive bacteria [12]. Moreover, 1,5-dihydro-2H-pyrrol-2-ones and especially, 3-hydroxy-1,5-dihydro-2H-pyrrol-2-ones are

New advances in asymmetric organocatalysis

• Radovan Šebesta

Beilstein J. Org. Chem. 2022, 18, 240–242, doi:10.3762/bjoc.18.28

• variety of enantioenriched 1,5-dihydro-2H-pyrrol-2-ones [20]. The development of any area is critically dependent on the understanding of underlying features and relationships. Slugovc and co-workers provide such mechanistic investigation of phosphine-catalyzed Michael additions [21]. Chiral

Organocatalytic asymmetric Michael/acyl transfer reaction between α-nitroketones and 4-arylidenepyrrolidine-2,3-diones

• Chandrakanta Parida and
• Subhas Chandra Pan

Beilstein J. Org. Chem. 2021, 17, 1447–1452, doi:10.3762/bjoc.17.100

• reported. A bifunctional thiourea catalyst was found to be effective for this reaction. With 10 mol % of the catalyst, good results were attained for a variety of 1,5-dihydro-2H-pyrrol-2-ones under mild reaction conditions. Keywords: acyl transfer; enantioselectivity; Michael reaction; organocatalysis

Catalyst-free and solvent-free Michael addition of 1,3-dicarbonyl compounds to nitroalkenes by a grinding method

• Zong-Bo Xie,
• Na Wang,
• Ming-Yu Wu,
• Ting He,
• Zhang-Gao Le and
• Xiao-Qi Yu

Beilstein J. Org. Chem. 2012, 8, 534–538, doi:10.3762/bjoc.8.61

• [22], a transition-metal-free process for the synthesis of substituted dihydrofurans [23] and a catalyst-free tandem reaction for the synthesis of 5-hydroxy-1,5-dihydro-2H-pyrrol-2-ones in aqueous medium [24]. Recently, when carrying out the reaction of β-nitrostyrene with 1,3-cyclopentanedione under