14895-23-9Relevant 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)
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
A convenient synthesis of coumarins by palladium(II)-catalyzed reaction of phenols with propiolic acids
Kotani, Masashi,Yamamoto, Kiyomi,Oyamada, Juzo,Fujiwara, Yuzo,Kitamura, Tsugio
, p. 1466 - 1470 (2004)
A direct route to coumarin derivatives from phenols and propiolic acids has been developed. Phenols react with propiolic acids in the presence of Pd(OAc)2 as a catalyst to give coumarins in good yields. The simple process occurs under mild conditions without any additives.
A single-step assembly of coumarin ring skeleton from oxygenated phenols and acetylenic esters by catalytic indium chloride in the absence of solvent
Kalyanam,Nagarajan,Majeed
, p. 1909 - 1914 (2004)
Ring oxygenated coumarins were obtained in a single-step by condensation of appropriately substituted phenols with acetylenic esters by catalytic amounts of indium chloride in the absence of solvent.
Neoflavonoids as inhibitors of HIV-1 replication by targeting the Tat and NF-κB pathways
Olmedo, Dionisio A.,López-Pérez, José Luis,Del Olmo, Esther,Bedoya, Luis M.,Sancho, Rocío,Alcamí, José,Mu?oz, Eduardo,San Feliciano, Arturo,Gupta, Mahabir P.
, (2017/03/08)
Twenty-eight neoflavonoids have been prepared and evaluated in vitro against HIV-1. Antiviral activity was assessed on MT-2 cells infected with viral clones carrying the luciferase reporter gene. Inhibition of HIV transcription and Tat function were teste
Synthesis of coumarins by Pt-catalyzed hydroarylation of propiolic acids with phenols
Oyamada, Juzo,Kitamura, Tsugio
, p. 6918 - 6925 (2007/10/03)
Synthesis of coumarins from phenols and propiolic acids was examined by using a Pt catalyst such as PtCl2/AgOTf, K2PtCl4/AgOTf, and K2PtCl4/AgOAc. Propiolic acid reacted even with less reactive phenols in trifluoroacetic acid to give coumarins and dihydrocoumarins. In the case of substituted propiolic acids, phenylpropiolic acid and 2-octynoic acid, the reactions proceeded selectively to afford coumarins in good to high yields.
PdII-Catalyzed Reaction of Phenols with Propiolic Esters. A Single-Step Synthesis of Coumarins
Kitamura, Tsugio,Yamamoto, Kiyomi,Kotani, Masashi,Oyamada, Juzo,Jia, Chengguo,Fujiwara, Yuzo
, p. 1889 - 1895 (2007/10/03)
The intermolecular reaction of phenols with propiolic esters in TFA in the presence of a Pd(OAc)2 catalyst, affording coumarin derivatives, is described. An exclusive formation of 5,6,7-trimethoxy-4-phenylcoumarin was observed in the reaction of 3,4,5-trimethoxyphenol and ethyl phenylpropiolate with a catalytic amount of Pd(OAc)2. The reaction in the absence of Pd(OAc)2 did not give any coumarin at all. Coumarin derivatives were obtained in high yields in the cases of electron-rich phenols, such as 3,4-methylenedioxyphenol, 3-methoxyphenol, 2-naphthol, and 3,5-dimethoxyphenol. Furthermore, the reaction of some phenols with various 2-alkynoates or with diethyl acetylenedicarboxylate gave the corresponding coumarins in good-to-high yields.
Direct synthesis of coumarins by Pd(II)-catalyzed reaction of alkoxyphenols and alkynoates
Oyamada, Juzo,Jia, Chengguo,Fujiwara, Yuzo,Kitamura, Tsugio
, p. 380 - 381 (2007/10/03)
Reaction of alkoxyphenols and alkynoates in the presence of a catalytic amount of Pd(OAc)2 in trifluoroacetic acid at room temperature gave coumarin derivatives in high yields. This procedure provides a convenient method for direct synthesis of coumarin derivatives under very mild conditions.
