5448-11-3Relevant academic research and scientific papers
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.
Copper-Catalyzed Arylation of Benzylic C-H bonds with Alkylarenes as the Limiting Reagents
Zhang, Wen,Chen, Pinhong,Liu, Guosheng
supporting information, p. 7709 - 7712 (2017/06/21)
A novel copper-catalyzed arylation of benzylic C-H bonds with nucleophilic arylboronic acids has been developed that provides an efficient way to synthesize various 1,1-diarylalkanes with a broad substrate scope and excellent functional group compatibilit
One-pot three-component condensation of β-naphthol with arylaldehydes and Meldrum's acid: Synthesis of 1-aryl-1,2-dihydro-benzo[f]chromen-3-ones
Mehrabi, Hossein,Najafian-Ashrafi, Faezeh,Ranjbar-Karimi, Reza
, p. 250 - 252 (2017/06/20)
An efficient and simple method for the synthesis of 1-aryl-1,2-dihydro-benzo[f]chromen-3-ones via a one-pot three-component reaction of β-naphthol, arylaldehydes and Meldrum's acid with Et3N as a base in CH3CN under reflux is reporte
N-Heterocyclic Carbene/Potassium Ion Cooperatively Catalyzed Phenylation Reactions of α,β-Unsaturated Acylazoliums
Zheng, Jinhua,Zhu, Kejie,Yuan, Yaofeng,Cheng, Jiajia
, p. 4569 - 4576 (2016/09/24)
A catalytic phenylation reaction of α,β-unsaturated acylazoliums with in-situ-generated phenolates was developed. A combination of N-heterocyclic carbene and potassium ion cooperatively catalyzed the generation of α,β-unsaturated acylazoliums and phenolates from α,β-unsaturated phenolic esters for the efficient [3+3] annulation, which involves a dearomatization–rearomatization process. The approach gives good yields and excellent regioselectivities, and the products could be easily converted into high-value polycyclic derivatives. Mechanistic studies demonstrated that the potassium ion plays a vital role in this reaction.
An efficient and one-pot synthesis of 1,2-dihydro-3H-naphtho[2,1-b]pyran-3-ones
Abdolrazaghnezhad, Azam,Hassanabadi, Alireza
, p. 423 - 424 (2015/08/24)
Three-component and one-pot, reaction between β-naphthol, Meldrum's acid and aryl aldehydes in the presence of piperidine affords 1-aryl-1,2-dihydro-3H-naphtho[2,1-b]pyran-3-ones in excellent yields.
Solvent-free synthesis of 4-aryl-3,4-dihydrobenzopyran-2-ones via [3+3] cyclocoupling of phenols with cinnamic acid catalyzed by molecular iodine
Kamat, Durga P.,Tilve, Santosh G.,Kamat, Vijayendra P.
experimental part, p. 4469 - 4472 (2012/09/22)
Molecular iodine was used as a catalyst in the [3+3] cyclocoupling of phenols and cinnamic acids which proceeds via a tandem esterification- hydroarylation process at 120-130 °C under solvent-free conditions. Substituted 4-aryl-3,4-dihydrobenzopyran-2-one
Organocatalytic synthesis of enantioenriched β-arylsplitomicins
Wang, Ji-Yu,Zhang, Hui,Liao, Yu-Hua,Yuan, Wei-Cheng,Feng, Yu-Jun,Zhang, Xiao-Mei
supporting information; experimental part, p. 796 - 800 (2012/07/01)
By employing a chiral bifunctional thiourea-tertiary amine as catalyst, domino Michael-type Friedel-Crafts alkylation/cyclization of -naphthols with akylidene Meldrum's acids was realized. The reactions afforded various enantioenriched -arylsplitomicins with good yields (up to 99%) in moderate enantioselectivities (up to 79%). Georg Thieme Verlag Stuttgart · New York.
A novel method for the synthesis of tetrahydrobenzo[a]-xanthen-11-one derivatives using cerium(III) chloride as a highly efficient catalyst
Kidwai, Mazaahir,Jahan, Anwar,Mishra, Neeraj Kumar
experimental part, p. 324 - 330 (2012/06/30)
Cerium(III) chloride is found to be an highly efficient catalyst for the addition of aldehydes, β-naphthol and cyclic 1,3-dicarbonyl compounds/Meldrum's acid via a multicomponent reaction. The easy availability of starting materials, novel and eco-friendl
An enantioselective claisen rearrangement catalyzed by N-heterocyclic carbenes
Kaeobamrung, Juthanat,Mahatthananchai, Jessada,Zheng, Pinguan,Bode, Jeffrey W.
supporting information; experimental part, p. 8810 - 8812 (2010/08/21)
In the presence of a chiral azolium salt (10 mol %), enols and ynals undergo a highly enantioselective annulation reaction to form enantiomerically enriched dihydropyranones via an N-heterocyclic carbene catalyzed variant of the Claisen rearrangement. Unlike other azolium-catalyzed reactions, this process requires no added base to generate the putative NHC-catalyst, and our investigations demonstrate that the counterion of the azolium salt plays a key role in the formation of the catalytically active species. Detailed kinetic studies eliminate a potential 1,4-addition as the mechanistic pathway; the observed rate law and activation parameters are consistent with a Claisen rearrangement as the rate-limiting step. This catalytic system was applied to the synthesis of enantioenriched kojic acid derivatives, a reaction of demonstrated synthetic utility for which other methods for catalytic enantioselective Claisen rearrangements have not provided a satisfactory solution.
A simple and green approach for the synthesis of tetrahydrobenzo[a]- xanthen-11-one derivatives using tetrabutyl ammonium fluoride in water
Gao, Shijay,Tsai, Chen Hsuan,Yao, Ching-Fa
scheme or table, p. 949 - 954 (2009/09/29)
An efficient and simple procedure for the synthesis of 12-aryl- or 12-alkyl-8,9,10,12-tetrahydrobenzo[a]xanfhen-ll-one derivatives has been described. This one-pot multicomponent reaction involves the reaction of aldehydes, 2-naphthol, and cyclic 1,3- dik
