28089-84-1Relevant articles and documents
Rh(III)-Catalyzed and Solvent-Controlled Chemoselective Synthesis of Chalcone and Benzofuran Frameworks via Synergistic Dual Directing Groups Enabled Regioselective C-H Functionalization: A Combined Experimental and Computational Study
Yi, Wei,Chen, Weijie,Liu, Fu-Xiaomin,Zhong, Yuting,Wu, Dan,Zhou, Zhi,Gao, Hui
, p. 9508 - 9519 (2018/09/27)
By virtue of a synergistically dual-directing-group (the O-NHAc part and the hydroxyl group)-assisted strategy, the efficient and practical Rh(III)-catalyzed regioselective redox-neutral C-H functionalization of diverse N-phenoxyacetamides with propargyl alcohols has been realized, which led to the divergent synthesis of privileged benzofuran and chalcone frameworks in a solvent-controlled chemoselective manner. Experimental and computational studies reveal that the formation of the hydrogen bonding between dual directing groups and the subsequent coordination interaction between the hydroxyl group and the Rh(III) catalyst play a decisive role in promoting the regioselective migratory insertion of the alkyne moiety. Thereafter, two solvent-controlled switchable reaction pathways, which respectively involve tandem β-H elimination/hydrogen transfer/oxidative addition/C-O bond reductive elimination/oxidation (for low-polar solvents: path I-Ia via a RhIII-RhI-RhIII pathway) and oxidative addition/β-H elimination/hydrogen transfer/protonolysis (for high-polar solvents: path II-IIb via a RhIII-RhV-RhIII pathway), are followed to deliver the corresponding products with excellent chemoselectivity. Taken together, our results presented here not only give an expansion in the area of O-NHAc-directed C-H activations but also provide a rational basis for future development of synergistic dual DGs-enabled C-H functionalization reactions.
COMPOUNDS, COMPOSITIONS, AND METHODS FOR MODULATING CFTR
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Paragraph 0168; 0169, (2017/08/01)
The present disclosure is directed to disclosed compounds that modulate, e.g., address underlying defects in cellular processing of CFTR activity.
Iron-Catalyzed arylation of heterocycles via directed c-h bond activation
Sirois, John J.,Davis, Riley,Deboef, Brenton
supporting information, p. 868 - 871 (2014/03/21)
The iron-catalyzed arylation of aromatic heterocycles, such as pyridines, thiophenes, and furans, has been achieved. The use of an imine directing group allowed for the ortho functionalization of these heterocycles with complete conversion in 15 min at 0
Palladium-catalyzed direct arylation of polysubstituted benzofurans
Carrer, Amandine,Brinet, Dimitri,Florent, Jean-Claude,Rousselle, Patricia,Bertounesque, Emmanuel
experimental part, p. 1316 - 1327 (2012/03/27)
An efficient access to 2-substituted 3-arylbenzofurans through a palladium-catalyzed C3 direct arylation of 2-substituted benzofurans with aryl bromides is described. The scope and limitation of this reaction was studied. The method tolerates a variety of functional groups on the aryl halide and has been successfully extended to polysubstituted benzofurans to obtain the corresponding 3-arylbenzofurans with good to excellent yields.
Furano Compounds: Part IL - Solvolytic Rearrangement of Ketoximes in Benzofuran Series and PMR Study of Benzofuryl-2-alkyl(aryl) Ketoximes
Chatterjea, J. N.,Singh, K. R. R. P.
, p. 1053 - 1056 (2007/10/02)
Solvolytic rearrangement of tosylates of 3-alkyl(aryl)-benzofuryl-2-alkyl ketoximes and 2-substituted(and unsubstituted)benzofuryl-3-methyl ketoximes with aqueous methanol depends upon their configurations.The tosylates of 2-ethyl(benzyl)benzofuryl-3-methyl ketoximes obtained in alkaline medium do not undergo solvolytic rearrangement under similar conditions.The isomerisation of anti-isomers of the above mentioned ketoximes to syn-forms with hydrogen chloride is unsuccesful.The configurations of syn- and anti-isomers of benzofuryl-2-alkyl(aryl) ketoximes have been studied by PMR spectroscopy.
