19614-14-3Relevant articles and documents
Catalytic Asymmetric Synthesis of Atropisomeric Quinolines through the Friedl?nder Reaction
Hu, Xingena,Jiang, Jun,Lan, Yunjun,Li, Juan,Li, Xinhua,Liu, Hongxin,Wan, Junlin,Xiao, Hong-Ping
supporting information, p. 2198 - 2202 (2019/11/25)
A phosphoric acid catalyzed atroposelective Friedl?nder reaction was developed in which acetylacetone and a variety of 2′-substituted 2-Aminobenzophenones were successfully employed to give optically active biaryl quinolines in good yields and with high enantioselectivities.
ACC INHIBITORS AND USES THEREOF
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Paragraph 0470; 0471; 0472, (2013/05/22)
The present invention provides compounds useful as inhibitors of Acetyl CoA Carboxylase (ACC), compositions thereof, and methods of using the same.
Iridium-catalyzed borylation of secondary benzylic C-H bonds directed by a hydrosilane
Cho, Seung Hwan,Hartwig, John F.
supporting information, p. 8157 - 8160 (2013/07/05)
Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1, 10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.
Remote stereocontrol by sulfinyl groups: Asymmetric alkylation of chiral 2-p-tolylsulfinyl benzyl carbanions
García Ruano, José L.,Aranda, M. Teresa,Puente, Margarita
, p. 10099 - 10104 (2007/10/03)
Alkylation reactions of the benzyllithiums derived from enantiomerically pure 2-p-tolylsulfinyl alkylbenzenes have been carried out with excellent yields and high de. A lithiation-substitution sequence, stereochemically controlled by a remote sulfoxide, accounts for the experimental results.
First detection of a selenenyl fluoride ArSe-F by NMR spectroscopy: The nature of Ar2Se2/XeF2 and ArSe-SiMe 3/XeF2 reagents
Poleschner, Helmut,Seppelt, Konrad
, p. 6565 - 6574 (2007/10/03)
Arylselenenyl fluorides ArSeF are obtained from diselenides Ar 2Se2 or arylselenotrimethylsilanes ArSe-SiMe3, and XeF2. They are detected by low-temperature 19F and 77Se NMR spectroscopy. Substitution in the ortho position of the aromatic ring to provide electronic or steric protection is a requirement for their formation. ArSe-F compounds decompose according to 3 ArSe-F → [ArSe-SeF2Ar] + ArSe-F- → ArSeF3 + Ar 2Se2. Reaction energies for this disproportionation as well as that of the sulfur and tellurium homologues have been calculated with MP2, CCSD(T,) and B3 LYP methods. They were found to be increasingly exothermic in the sequence S 77Se and 19F chemical shifts have been calculated by GIAO-MP2 and GIAO-B3LYP methods and are in good agreement with experimental values.
Relative Conjugative Abilities of Three-Membered Ring Heterocycles with Benzene Based on 13C and 15N NMR
Crist, DeLanson R.,Jordan, Guy J.,Moore, Donald W.,Hashmall, Joseph A.,Borsetti, Arnold P.,Turujman, Saleh A.
, p. 4136 - 4142 (2007/10/02)
The conjugative ability of various three-membered rings with benzene was investigated by observing the sensitivity of β-carbon 13C chemical shifts to para substituents.These Hammett ρ values were 2.0, 1.5, 1.0, and 0.9 ppm for arylcyclopropanes, N-methyl-2-arylaziridines, phenyloxiranes, and N,N-dimethyl-2-arylaziridinium fluorosulfonates, respectively.These values were intermediate to ones for para-substituted styrenes (6.5 ppm) and ethylbenzenes (-0.9 ppm), model compounds which were taken to represent extremes of conjugative ability.Similar results were found for 15N chemical shifts of trans-3-aryl-oxaziridines, which had a slope of 2.1 ppm, intermediate to those for benzylimines (20.2 ppm) and benzylamines (-1.3 ppm).The order of conjugative ability, which decreases with increasing electronegativity of the hetero group, could not be explained by hybridization changes based on comparing open chain analoques with the above compounds or by conformational factors.The trend can, however, be interpreted qualitatively by perturbation theory which shows that more electronegative hetero groups decrease the extent of interaction between aryl-? and cyclopropane orbitals as well as cross ring conjugation.
