112217-97-7Relevant academic research and scientific papers
Facile synthesis of 4-substituted 3,4-dihydrocoumarins via an organocatalytic double decarboxylation process
Peng, Shiyong,Wang, Lei,Guo, Haibing,Sun, Shaofa,Wang, Jian
supporting information; experimental part, p. 2537 - 2541 (2012/04/23)
3,4-Dihydrocoumarins, considered to be valuable building blocks, have attracted considerable attention due to their various biological activities. Herein, we have documented an efficient and convenient double decarboxylation process for the synthesis of 4-substituted 3,4-dihydrocoumarin in moderate to excellent yields under mild reaction conditions (up to 98%). The Royal Society of Chemistry 2012.
Enantioselective formation of substituted 3,4-dihydrocoumarins by a multicatalytic one-pot process
Jacobsen, Christian Borch,Albrecht, Lukasz,Udmark, Jonas,Jorgensen, Karl Anker
supporting information, p. 5526 - 5529,4 (2020/10/15)
The formation of optically active 3,4-dihydrocoumarins is presented by merging aminocatalysis with an N-heterocyclic carbene-catalyzed internal redox reaction. The products are formed in good to excellent yields and in general with excellent enantioselectivities. Moreover, the developed procedure demonstrates the potential of enantioselective, multicatalytic sequences. By employing an enantiopure aminocatalyst in the enantiodifferentiating step, the challenges related to achieving high stereoinductions by deployment of optically active NHC-catalysts can be circumvented.
Nhc-catalyzed reactions of aryloxyacetaldehydes: A domino elimination/conjugate addition/acylation process for the synthesis of substituted coumarins
Phillips, Eric M.,Wadamoto, Manabu,Roth, Howard S.,Ott, Andrew W.,Scheidt, Karl A.
supporting information; experimental part, p. 105 - 108 (2009/06/28)
N-Heterocyclic carbenes (NHCs) catalyze a domino Michael addition/acylation reaction to form 3,4-dihydrocoumarins. The reaction proceeds through addition of the NHC to an aryloxyaldehyde followed by elimination of a phenoxide leaving group, generating an
Thermal Transformations of Some 3-Acyl-2-oxo-2H-1-benzopyrans with Acid Anhydrides
Bojilova, Anka,Ivanov, Christo
, p. 731 - 735 (2007/10/02)
The reaction of 3-benzoyl- and 3-acetyl-2-oxo-2H-1-benzopyrans (4 and 5) with acid anhydrides in the presence of sodium acetate or triethylamine has been studied.With propionic, butyric and isobutyric acid anhydrides, 4 affords the rearrangement products 6 and 7, dilactones (8) and benzyl esters (9), whereas with acetic anhydride 6a, 10, 11 and 12 are obtained.The reaction of 5 with acetic and propionic acid anhydrides affords 6e, 8f and 9f.Conversion of 9c into different products under acidic conditions has also been studied.
A δ-LACTONE SYNTHESIS INVOLVING AN INTRAMOLECULAR 1,4-ADDITION OF α-IODOACETATES TO ENONES
Demir, Ayhan S.,Gross, Raymond S.,Dunlap, Norma K.,Bashir-Hashemi, A.,Watt, David S.
, p. 5567 - 5570 (2007/10/02)
A cyclization of δ-(iodoacetoxy)-α,β-unsaturated ketones using iodotrimethylsilane involved a selective 1,4-addition of the acetate subunit to the enone and furnished δ-lactones in good yield.
