Construction of Cyclopropa[c]coumarins via cascade Michael-alkylation process of 3-cyanocoumarin with 2-bromomalonate

Synthesis and Antiproliferative Effect of Halogenated Coumarin Derivatives

“…10, 158.45, 156.05, 150.94, 150.84, 150.82, 123.29, 123.13, 119.41, 119.36, 117.84, 114.56, 114.40, 113.27, 104.91. All analytical data were in suitable accordance with the reported data [57].…”

“…59, 135.49, 131.38, 128.38, 119.06, 118.13, 113.22, 104.84. All analytical data were in suitable accordance with the reported data [57].…”

Organocatalytic Asymmetric Cyclopropanation of 3-Acylcoumarins with 3-Halooxindoles: Access to Spirooxindole-cyclopropa[c]coumarin Compounds

“…In 2016, Feng and co-workers described the nickel­(II)-catalyzed enantioselective cyclopropanation of tert -butyl coumarin-3-carboxylate with phenyliodonium ylide, and only two cases were obtained with 82% and 76% ee, respectively (Scheme a) . Recently, Zeng and co-workers reported a case in regard to the chiral PTC-catalyzed cyclopropanation of 3-cyanocoumarin with diethyl bromomalonate, affording cyclopropa­[ c ]­coumarin with only 41% ee (Scheme b) . Undoubtedly, the development of novel methods for the highly enantioselective cyclopropanation of coumarins remains desirable and is an important goal …”

“…7 Recently, Zeng and co-workers reported a case in regard to the chiral PTC-catalyzed cyclopropanation of 3-cyanocoumarin with diethyl bromomalonate, affording cyclopropa[c]coumarin with only 41% ee (Scheme 1b). 8 Undoubtedly, the development of novel methods for the highly enantioselective cyclopropanation of coumarins remains desirable and is an important goal. 9 3-Halooxindoles have been widely utilized in the synthesis of spirooxindoles via cascade reactions by taking advantage of the special dual nucleophilic and electrophilic character of the C3position.…”

Crystal structure, chemical reactivity, kinetic and thermodynamic studies of new ligand derived from 4-hydroxycoumarin: Interaction with SARS-CoV-2

“…These compounds have been identified in a large number of plants such as rutaceae, umbelliferae, legumes and orchids [1] , [2] , [3] . Many of the naturally and synthetic derivatives of coumarin have shown broad-spectrum of pharmacological, biological and physiological properties, including antibacterial, antifungal, antioxidant, anti-inflammatory, anti-allergic, antiviral, hepatoprotective, anti-tumor, anti-coagulant, anti-HIV and anti-carcinogenic agents [4] , [5] , [6] , [7] , [8] , [9] , [10] , [11] , [12] . Recently, this family of compounds has been used to prepare new drugs with very low toxicity [13] , [14] , especially for skin and autoimmune diseases [15] .…”