57197-16-7Relevant academic research and scientific papers
Lewis Acid-Mediated Site-Selective Synthesis of Oxygenated Biaryls from Methoxyphenols and Electron-Rich Arenes
Sharma, Shivangi,Parumala, Santosh Kumar Reddy,Peddinti, Rama Krishna
, p. 9367 - 9383 (2017/09/22)
A rapid, efficient, and metal-free Lewis acid-mediated methodology has been developed for the site-selective synthesis of unsymmetrical oxygenated biaryls. This simple and efficient methodology furnished highly oxygenated and functionalized unsymmetrical biaryls in good to excellent yields by the direct oxidative coupling of electron-rich arenes to the α-position of carbonyl functionality of in situ generated masked benzoquinones.
A Stereoselective Arylative-Cyclopropanation Process
Coulibali, Siomenan,Deruer, Elsa,Godin, Elizabeth,Canesi, Sylvain
supporting information, p. 1188 - 1191 (2017/03/14)
A new stereoselective arylative cyclopropanation process involving treatment of halogenated dienone systems in the presence of a Michael donor containing a nitro-aryl-sulfone has been developed. This transformation enables production of an arylated cyclop
Lewis acid catalyzed [3+2] coupling of indoles with quinone monoacetals or quinone imine ketal
Shu, Chang,Liao, Li-Hua,Liao, Yi-Jun,Hu, Xiao-Yan,Zhang, Yong-Hong,Yuan, Wei-Cheng,Zhang, Xiao-Mei
supporting information, p. 4467 - 4471 (2014/08/05)
The one-pot synthesis of benzofuroindolines and tetrahydroindolo[2,3-b] indoles was accomplished through a mild and concise [3+2] coupling of indoles and quinone monoacetals or quinone imine ketal promoted by a Lewis acid. A wide variety of benzofuroindolines and tetrahydroindolo[2,3-b]indoles were prepared in moderate to good yields. Copyright
Tin tetrachloride-catalyzed regiospecific allylic substitution of quinone monoketals: An easy entry to benzofurans and coumestans
Liu, Yingjie,Liu, Jingxin,Wang, Mang,Liu, Jun,Liu, Qun
supporting information, p. 2678 - 2682 (2013/01/15)
A highly regioselective allylic substitution of quinone monoketals with a-oxoketene dithioacetals is achieved under the catalysis of only tin tetrachloride (1 mol%). The advantages of the reaction, including its simplicity, rapidity, low catalyst loading of inexpensive tin tetrachloride, mild conditions and; in particular, the regiospecificity, is proposed to be due to a pseudo-intramolecular process. This new synthetic method provides a facile [3+2] cycloaddition route to benzofurans and is highlighted by the synthesis of coumestans.
Short, enantioselective total syntheses of (-)-8-demethoxyrunanine and (-)-cepharatines A, C, and D
Chuang, Kangway V.,Navarro, Raul,Reisman, Sarah E.
supporting information; scheme or table, p. 9447 - 9451 (2011/11/07)
All together! A unified synthetic strategy has resulted in the first enantioselective total syntheses of the natural products 8-demethoxyrunanine and cepharatines A, C, and D.
A double oxidation procedure for the preparation of halogen-substituted para-benzoquinone monoketals: Asymmetric synthesis of (-)-harveynone
Hookins, Daniel R.,Taylor, Richard J.K.
experimental part, p. 6619 - 6621 (2011/02/21)
The double oxidation of halophenols with hypervalent iodine reagents in methanol provides a simple procedure to prepare halo-1,4-benzoquinone monoketals. Seven examples of this procedure are reported as is the conversion of 3-iodo-4,4-dimethoxycyclohexa-2
Chemistry of Quinone Derivatives. Quinone Monoketals via Hydrolysis of Electrochemically Derived Quinone Bisketals
Henton, Daniel R.,Anderson, Keith,Manning, Michael J.,Swenton, John S.
, p. 3422 - 3433 (2007/10/02)
The monohydrolysis of nine naphthoquinone bisketals and nine benzoquinone bisketals has been studied.In the acetamido, bromo, methyl, methoxy, and thiomethyl monosubstituted compounds, hydrolysis occurs at the ketal more distant from the substituent.The regiochemistry is nearly exclusive in the naphthoquinone series and is highly selective in the benzoquinone series.For disubstituted benzoquinone and naphthoquinone bisketals, the monohydrolysis is often regiospecific but substituent dependent.The origin of the regioselectivity in the reactions is briefly discussed.
