76103-25-8Relevant academic research and scientific papers
Photoinduced cyclization of alkynoates to coumarins with N-Iodosuccinimide as a free-radical initiator under ambient and metal-free conditions
Wang, Zhihui,Li, Xuezhi,Wang, Lei,Li, Pinhua
, p. 1044 - 1051 (2019/01/25)
An efficient photoinduced strategy for the preparation of coumarins was developed. In the presence of N-iodosuccinimide (NIS) as a free-radical initiator and under LED (380–385 nm) irradiation and metal-free conditions, the reaction of alkynoates underwen
Palladium catalyzed Heck-arylation/cyclization cascade: An environmentally benign and efficient synthesis of 4-arylcoumarins in water
Chen, Junmin,Liu, Wei,Zhou, Liandi,Zhao, Yongli
, p. 2526 - 2531 (2018/05/28)
An environmentally benign and efficient approach for the synthesis of 4-arylcoumarins from ortho-hydroxy cinnamate ester derivatives with aryl iodides was developed in water under aerobic conditions. This transformation proceeds through a palladium catalyzed Heck-arylation/cyclization cascade reaction. The present protocol features a wide substrate scope and readily available starting materials to afford the desired products in high to excellent yields.
Synthesis of 4-arylcoumarins via palladium-catalyzed arylation/cyclization of ortho-hydroxylcinnamates with diaryliodonium salts
Yang, Yang,Han, Jianwei,Wu, Xunshen,Xu, Shujia,Wang, Limin
supporting information, p. 3809 - 3812 (2015/06/08)
The palladium-catalyzed arylation/cyclization of ortho-hydroxylcinnamate ester derivatives by using diaryliodonium(III) salts has been developed. With this method, 4-arylcoumarins were easily prepared in good to excellent yields under base-free conditions
Pd-catalyzed chemo-selective mono-arylations and bis-arylations of functionalized 4-chlorocoumarins with triarylbismuths as threefold arylating reagents
Rao, Maddali L.N.,Kumar, Abhijeet
, p. 6995 - 7005 (2015/03/14)
Cross-coupling reactions of differently substituted 4-chlorocoumarins were studied under palladium catalysis using triarylbismuths as threefold arylating reagents. The high reactivity of 4-chlorocoumarins was demonstrated delivering mono- and bis-arylation products in a chemo-selective manner. The reaction conditions employed are simple, robust and the threefold coupling reactivity of triarylbismuth reagents was witnessed with good to high yields in 2-4 h conditions. The utility of the methodology was explored in the synthesis of a few natural occurring neoflavones (3.27-3.30). In addition, the 4-arylcoumarin 3.1 product is a useful precursor for the preparation of (R)-tolterodine.
Palladium-catalyzed synthesis of 4-arylcoumarins using triarylbismuth compounds as atom-Efficient multicoupling organometallic nucleophiles
Rao, Maddali L. N.,Venkatesh, Varadhachari,Jadhav, Deepak N.
experimental part, p. 3945 - 3955 (2010/09/05)
Triarylbismuth compounds have been cross-coupled as atomefficient multicoupling organometallic nucleophiles with. 4bromo- and 4- (trifluoromethylsulfonyloxy)coumarins under palladium catalysis conditions. These reactions afforded an array of 4-arylcoumari
Synthesis of 4-arylcoumarins via Cu-catalyzed hydroarylation with arylboronic acids
Yamamoto, Yoshihiko,Kirai, Naohiro
supporting information; experimental part, p. 5513 - 5516 (2009/05/27)
(Chemical Equation Presented) In the presence of 2-4 mol % of CuOAc, methyl phenylpropiolates having a MOM-protected hydroxy group at the ortho position underwent hydroarylation with various arylboronic acids in MeOH at ambient temperature, resulting in the formation of 4-arylcoumarins in high yields after the acidic workup. This method was effectively used for the synthesis of biologically active natural and artificial compounds.
