51870-64-5Relevant academic research and scientific papers
Synthesis of benzofurans from the cyclodehydration of α-phenoxy ketones mediated by Eaton’s reagent
Ma, Lin,Ma, Zhanwei,Zhang, Min,Zhou, Min
, p. 426 - 436 (2020/03/23)
Cyclodehydration of α-phenoxy ketones promoted by Eaton’s reagent (phosphorus pentoxide–methanesulfonic acid) is used to prepare 3-substituted or 2,3-disubstituted benzofurans with moderate to excellent yields under mild conditions. The method provides a facile access to benzofurans from readily available starting materials such as phenols and α-bromo ketones. The reaction is highly efficient, which is attributed to the good reactivity and fluidity of Eaton’s reagent. The reaction can be applied to prepare naphthofurans, furanocoumarins, benzothiophenes, and benzopyrans.
Nickel-Catalyzed Direct Synthesis of Aryl Olefins from Ketones and Organoboron Reagents under Neutral Conditions
Lei, Chuanhu,Yip, Yong Jie,Zhou, Jianrong Steve
supporting information, p. 6086 - 6089 (2017/05/08)
Nickel-catalyzed addition of arylboron reagents to ketones results in aryl olefins directly. The neutral condition allows acidic protons of alcohols, phenols, and malonates to be present, and fragile structures are also tolerated.
Solid phase synthesis method of 2H-benzopyran compounds
-
Paragraph 0045, (2017/02/23)
The invention discloses a solid phase synthesis method of 2H-benzopyron compounds (I), and belongs to the field of organic chemistry. The method comprises the following steps: (1) taking crosslinked polystyrene resin (1%) as the carrier to prepare a selen
Al(OTf)3: An efficient lewis acid additive for domino addition-elimination of Grignard reagents to activated ketones
Pieterse, Tanya,Visser, Melanie,Marais, Charlene,Bezuidenhoudt, Barend C. B.
supporting information, p. 1541 - 1546 (2016/06/14)
It has been demonstrated that aluminium triflate in either stoichiometric or catalytic quantities facilitates the addition-elimination of Grignard reagents to electron-rich ketones, such as methoxy substituted acetophenones, propiophenone and chromanone in a one-pot process, and that it has an enhancing effect on the addition of these reagents to the ketones. It has also been found that the reactions are highly stereoselective towards one regioisomer of the alkene in the case of oxygenated aryl-alkyl substituted substrates, but not when the elimination originates from a double benzylic alcohol intermediate.
Direct Preparation of 3-Iodochromenes from 3-Aryl- and 3-Alkyl-2-propyn-1-ols with Diaryliodonium Salts and NIS
Sasaki, Teppei,Miyagi, Kotaro,Moriyama, Katsuhiko,Togo, Hideo
supporting information, p. 944 - 947 (2016/03/15)
On the basis of a study of the O-phenylation of 3-phenyl-2-propyn-1-ol with diphenyliodonium triflate and t-BuONa, a variety of 4-aryl-3-iodo-2H-benzopyrans were prepared in good to moderate yields in one pot from the reaction of 3-aryl-2-propyn-1-ols wit
2H-chromenes generated by an iron(III) complex-catalyzed allylic cyclization
Calmus,Corbu,Cossy
supporting information, p. 1381 - 1386 (2015/05/19)
A straightforward method based on an iron(III) complex-catalyzed cyclization of 2-(1-hydroxyallyl)phenols is reported to access a large variety of 2H-chromenes. This method was applied to the total synthesis of a natural product, tephrowatsin B.
A mild dihydrobenzooxaphosphole oxazoline/iridium catalytic system for asymmetric hydrogenation of unfunctionalized dialins
Qu, Bo,Samankumara, Lalith P.,Ma, Shengli,Frick, Keith R.,Desrosiers, Jean-Nicolas,Rodriguez, Sonia,Li, Zhibin,Haddad, Nizar,Han, Zhengxu S.,McKellop, Keith,Pennino, Scott,Grinberg, Nelu,Gonnella, Nina C.,Song, Jinhua J.,Senanayake, Chris H.
supporting information, p. 14428 - 14432 (2015/02/19)
Air-stable P-chiral dihydrobenzooxaphosphole oxazoline ligands were designed and synthesized. When they were used in the iridium-catalyzed asymmetric hydrogenation of unfunctionalized 1-aryl-3,4-dihydronaphthalenes under one atmosphere pressure of H2, up to 99:1 e.r. was obtained. High enantioselectivities were also observed in the reduction of the exocyclic imine derivatives of 1-tetralones.
Cu-catalyzed intramolecular hydroarylation of alkynes
Wang, Yun-Long,Zhang, Wen-Man,Dai, Jian-Jun,Feng, Yi-Si,Xu, Hua-Jian
, p. 61706 - 61710 (2015/02/19)
An efficient Cu-catalyzed intramolecular hydroarylation reaction of alkynes has been developed. The reaction is accomplished under mild conditions and shows good tolerance to both electron-rich and electron-deficient aryl nucleophiles. A series of aryl, h
Gold versus silver catalyzed intramolecular hydroarylation reactions of [(3-arylprop-2-ynyl)oxy]benzene derivatives
Arcadi, Antonio,Blesi, Federico,Cacchi, Sandro,Fabrizi, Giancarlo,Goggiamani, Antonella,Marinelli, Fabio
, p. 9700 - 9708 (2013/01/16)
The scope and the generality of gold versus silver catalyzed intramolecular hydroarylation reactions of 3-[(3-arylprop-2-ynyl)oxy]benzene derivatives in terms of rings substitution were investigated. Only products deriving from 6-endo cyclization were exc
Selective formation of six-membered oxa- and carbocycles by the In(III)-activated ring closure of acetylenic substrates
Qiu, Wen-Wei,Surendra, Karavadhi,Yin, Liang,Corey
, p. 5893 - 5895 (2011/12/16)
Fifteen examples are disclosed of efficient In(III)-catalyzed six-membered ring closure leading to bi-, tri-, and tetracyclic products.
