15875-61-3Relevant articles and documents
Styryl and functionalized aryl derivatives of lawsone through metal-free cross-coupling of its BF3-activated phenyliodonium ylide with cinnamaldehydes and arylaldehydes
Malamidou-Xenikaki, Elizabeth,Tsanakopoulou, Maria,Chatzistefanou, Maria,Hadjipavlou-Litina, Dimitra
, p. 5650 - 5661 (2015/08/03)
Phenyliodonium ylide of lawsone activated with BF3?Et2O reacts with cinnamaldehydes to afford 2-hydroxy-3-styryl-1,4-naphthoquinones in good to excellent yields and relatively high level of stereospecificity through deformylation of the aldehydes. The product yield is diminished with a methoxy substituted cinnamaldehyde and becomes zero with a dimethoxy substituted substrate giving rise to another product, 2-hydroxy-3-aryl-1,4-naphthoquinone. The reaction of the same ylide with salicylic aldehydes forms 2-hydroxy-3-(2-hydroxyaryl)-1,4-naphthoquinones and/or benzo[d]naphtha[2,1-b]furano-5,6-diones, depending on the reaction conditions applied. Plausible reaction mechanisms explaining the formation of these products are proposed. The products showed potent antioxidant activity and inhibited lipoxygenase.
Clean synthesis of 2-arylideneindan-1,3-diones in water
Yang, Peng Hui,Zhang, Qun Zheng,Sun, Wei
experimental part, p. 1063 - 1068 (2012/08/28)
A high-yield synthesis of 2-arylideneindan-1,3-diones in water was achieved by the Knoevenagel condensation of indan-1,3-dione with aromatic aldehydes at ambient temperature avoiding the addition of any catalyst. The procedure is simple, efficient, as wel
Reaction of selenonium monoketoylides with 2-arylideneindanediones
Magdesieva, N. N.,Sergeeva, T. A.
, p. 1622 - 1624 (2007/10/02)
The reaction of selenonium monoketoylide with 2-arylidene-1,3-indanediones was investigated.Dihydrofurans with various structures or 2-(α-phenacylarylidene)-1,3-indanediones are formed, depending on the nature of the arylidene group.