77708-66-8Relevant academic research and scientific papers
Total Synthesis of Benzofuran-Based Aspergillusene B via Halogenative Aromatization of Enones
Bhatti, Aisha,Grabovyi, Gennadii A.,Mohr, Justin T.
, (2020/06/08)
A novel "non-aromatic pool" synthetic strategy for the synthesis of benzofuran-based natural products via oxidative haloaromatization of enones is reported. This approach is successfully applied in the first total synthesis of the natural product aspergil
PROCESS FOR PREPARING CARBAMOYLOXYMETHYL TRIAZOLE CYCLOHEXYL ACID COMPOUNDS
-
Page/Page column 81; 83-84, (2020/10/27)
Improved methods and intermediates thereof for preparing carbamoyloxy methyl triazole cyclohexyl acid compounds are described. These compounds are useful as LPA antagonists. Formula (I).
Formation of meta-arylsulfanyl- and meta-(alkylsulfanyl)phenols from cyclohexane-1,3-diones
Do Van Thanh, Nhan,Patra, Subrata,Clive, Derrick L.J.
, p. 4343 - 4350 (2018/07/13)
Reaction of cyclohexane-1,3-diones with TsCl/Et3N and treatment of the resulting 3-(tosyloxy)cyclohex-2-en-1-ones with aryl- or alkyl thiols and K2CO3 in MeCN gives 3-(arylsulfanyl)cyclohex-2-en-1-ones or 3-(alkylsulfanyl)cyclohex-2-en-1-ones, respectively. These compounds are easily brominated at C-2 by using NBS in MeCN; exposure to DBU in MeCN at room temperature then causes aromatization to afford meta-arylsulfanyl- and meta-(alkylsulfanyl)phenols.
Asymmetric Sequential Cu-Catalyzed 1,6/1,4-Conjugate Additions of Hard Nucleophiles to Cyclic Dienones: Determination of Absolute Configurations and Origins of Enantioselectivity
Blons, Charlie,Morin, Marie S. T.,Schmid, Thibault E.,Vives, Thomas,Colombel-Rouen, Sophie,Baslé, Olivier,Reynaldo, Thibault,Covington, Cody L.,Halbert, Stéphanie,Cuskelly, Sean N.,Bernhardt, Paul V.,Williams, Craig M.,Crassous, Jeanne,Polavarapu, Prasad L.,Crévisy, Christophe,Gérard, Hélène,Mauduit, Marc
supporting information, p. 7515 - 7525 (2017/06/06)
The first stereocontrolled Cu-catalyzed sequential 1,6/1,4-asymmetric conjugate addition (ACA) of C-metalated hard nucleophiles to cyclic dienones is reported. The use of DiPPAM (diphenylphosphinoazomethinylate) followed by a phosphoramidite as the stereo
Palladium-Catalyzed Decarboxylative Coupling of Alkynyl Carboxylic Acids and Alkenyl Tosylates for the Synthesis of Enynones
Yu, Subeen,Cho, Eunjeong,Kim, Jimin,Lee, Sunwoo
, p. 11150 - 11156 (2017/10/27)
A palladium-catalyzed decarboxylative coupling reaction was developed for the synthesis of 3-(1-alkynyl)-2-cyclohexen-1-ones. A variety of alkynyl carboxylic acids were coupled with 3-oxocyclohexenyl tosylates to afford the corresponding enynones in good
Phosphorylation of Alkenyl and Aryl C-O Bonds via Photoredox/Nickel Dual Catalysis
Liao, Li-Li,Gui, Yong-Yuan,Zhang, Xiao-Bo,Shen, Guo,Liu, Hui-Dong,Zhou, Wen-Jun,Li, Jing,Yu, Da-Gang
supporting information, p. 3735 - 3738 (2017/07/26)
A phosphorylation of alkenyl and aryl C-O bonds at room temperature via photoredox/nickel dual catalysis is reported. By starting from easily available and inexpensive sulfonates, a variety of important alkenyl phosphonates and aryl phosphine oxides are g
An unusual pathway to cyclobutane formation via desulfurative intramolecular photocycloaddition of an enone benzothiazoline pair
Jo, Hyunil,Fitzgerald, Mark E.,Winkler, Jeffrey D.
supporting information; experimental part, p. 1685 - 1687 (2009/08/15)
Irradiation of the enone benzothiazoline 3 leads to the formation of cyclobutane 5. Preliminary mechanistic studies establish the intermediacy of an enecarbamate 14 in this photochemical transformation, which could be the result of sulfur extrusion from an episulfide intermediate. Photocycloaddition of the enecarbamate intermediate 14 leads to the formation of "crossed" photoadducts, i.e., 5, in excellent yield, with high levels of regio- and stereochemical control.
First examples of a tosylate in the palladium-catalyzed Heck cross coupling reaction
Fu, Xiaoyong,Zhang, Shuyi,Yin, Jianguo,McAllister, Timothy L.,Jiang, S.Anna,Tann, Chou-Hong,Thiruvengadam,Zhang, Fucheng
, p. 573 - 576 (2007/10/03)
The palladium-catalyzed cross coupling Heck reaction of tosylate (2) and methyl acrylate has been developed as an efficient method for carbon-carbon bond formation. The tosylate (2) was reacted with methyl acrylate using palladium acetate as catalyst to p
A copper-free palladium catalyzed cross coupling reaction of vinyl tosylates with terminal acetylenes
Fu, Xiaoyong,Zhang, Shuyi,Yin, Jianguo,Schumacher, Doris P.
, p. 6673 - 6676 (2007/10/03)
A copper-free palladium-catalyzed cross coupling of vinyl tosylate (2) and terminal acetylenes was investigated, affording a convenient and efficient method for construction of an sp-sp2 carbon-carbon bond. The tosylate (2) derived from 1,3-cyc
Investigation of the N-substituent conformation governing potency and μ receptor subtype-selectivity in (+)-(3R,4R)-dimethyl-4-(3- hydroxyphenyl)piperidine opioid antagonists
Thomas, James B.,Wayne Mascarella,Rothman, Richard B.,Partilla, John S.,Xu, Heng,McCullough, Karen B.,Dersch, Christina M.,Cantrell, Buddy E.,Zimmerman, Dennis M.,Carroll, F. Ivy
, p. 1980 - 1990 (2007/10/03)
A study of the binding site requirements associated with the N- substituent of (+)-(3R,4R)dimethyl-4-(3-hydroxyphenyl)piperidine (4) derivatives was undertaken using a set of rigid vs flexible N-substituents. The study showed that compounds 7-9 bearing th
