40546-95-0Relevant academic research and scientific papers
CuSCN catalyzed conjugate addition of grignard reagents to substituted coumarins with dilithium tetrachloromanganate
Kale, Mohan B.,Jagtap, Shrikant B.,Devkate, Santosh S.
, p. 1793 - 1798 (2020)
The regioselective 1,4-addition of CuSCN catalyzed Grignard reagents to the substituted coumarins are reported. The Li2MnCl4reagent is used to transmetallate magnesium by manganese. It adds regioselectively to coumarins and forms 1,4
Microwave accelerated the solvent-free synthesis of 4-aryl-3,4-dihydrocoumarin via the tandem reaction of cinnamic acids with phenols catalyzed by Amberlyst 15 resin
Le, Huu-Phuoc,Duong, Cong-Thang,Nguyen, Xuan-Triet,Luu, Thi Xuan Thi
, p. 2187 - 2203 (2021/07/02)
Amberlyst 15 resin supported the tandem reaction of cinnamic acids with phenols under solvent-free reaction condition has been introduced to afford 4-aryl-3,4-dihydrocoumarin (neoflavanone) derivatives. The efficiency of solid acidic sulfonic resin (A-15) has been illustrated in two reaction activation methods such as microwave irradiation and conventional heating. The important roles of Amberlyst 15 have been emphasized strongly through the high yields of 4-aryl-3,4-dihydrocoumarin in the shorter time under the assistance of microwave irradiation than of conventional heating, and its high recovery and reusability for six catalyst runs. The original catalyst as well as the recycled catalyst were characterized by XRD and FE-SEM to study the correlation of the surface of reused catalyst and its recyclability.
TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes: A novel method for the solid-phase synthesis of dihydrocoumarins and coumarins
Tang,Li, Wen,Gao, Zhang Yong,Gu, Xi
experimental part, p. 631 - 634 (2012/07/03)
TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes was performed using polystyrene-supported succinimidyl selenide as the selenium source. This catalytic process provides an efficient method for the regioselective synthesis of dihydrocoumarins possessing a seleno-functionality, followed by traceless cleavage of selenium linker to provide dihydrocoumarins and coumarins in good yields and purities.
Selective synthesis of 3,4-dihydrocoumarins and chalcones from substituted aryl cinnamic esters
Jeon, Jae-Ho,Yang, Deok-Mo,Jun, Jong-Gab
, p. 65 - 70 (2011/10/31)
Coumarins are ubiquitous in plant kingdom and have been used as antitumor, antifungals, anticoagulants, insecticides. Chalcones are also widespread in plant kingdom and have been known to possess diverse biological activities; antibacterial, antifungal, antitumor and anti-inflammatory, etc. As they are considered as important natural products, numerous synthetic approaches have been reported up to the present. We devise a new selective method of preparing dihydrocoumarins and chalcones from aryl cinnamates by the selection of reagents. Dihydrocoumarin derivatives were prepared selectively by using intramolecular cyclization catalyzed by p-toluene sulfonic acid. Also, chalcones were prepared by Fries-rearrangement catalyzed by TiCl4. This method can be used for preparing various coumarin & chalcone compounds.
Microwave-assisted one-pot synthesis of dihydrocoumarins from phenols and cinnamoyl chloride
Zhang, Zhen,Ma, Yuan,Zhao, Yufen
experimental part, p. 1091 - 1095 (2009/04/04)
A facile approach has been developed for the synthesis of dihydrocoumarin derivatives through the reaction of phenols and cinnamoyl chloride in the presence of ecofriendly solid-acid catalyst montmorillonite K-10 via a tandem esterification-Friedel-Crafts
Ru(III)-Catalyzed Cyclization of Arene-Alkene Substrates via Intramolecular Electrophilic Hydroarylation
Youn, So Won,Pastine, Stefan J.,Sames, Dalibor
, p. 581 - 584 (2007/10/03)
(Matrix presented) We herein report that RuCl3/AgOTf has proven to be a hydroarylation catalyst with an efficiency and scope superior to previously known methods. This catalyst demonstrated consistent performance with arene-ene substrates of diverse structural features, providing good to excellent yields of cyclization products (chromanes, tetralins, terpenoids, dihydrocoumarins).
