49714-52-5Relevant academic research and scientific papers
A C-H Insertion Approach to Functionalized Cyclopentenones
Wang, Youliang,Zarca, Maxence,Gong, Liu-Zhu,Zhang, Liming
supporting information, p. 7516 - 7519 (2016/07/06)
Cyclopentenones are synthetically versatile structures, and their straightforward construction from alkynone substrates by employing synthetically streamlining C-H insertion is conceptually appealing and of high synthetic potential. But, its implementation is very limited. Herein we report a Au-catalyzed version, which affords 2-bromocyclopent-2-en-1-ones with a broad scope and synthetically desirable diastereoselectivities. The proposed key intermediate capable of the observed insertion into unactivated C-H bonds is a fully functionalized gold vinylidene, which is generated via a novel intermolecular strategy. This flexible access of likely gold vinylidenes opens various opportunities to explore their versatile reactivities.
Nickel-Catalyzed Addition-Type Alkenylation of Unactivated, Aliphatic C-H Bonds with Alkynes: A Concise Route to Polysubstituted γ-Butyrolactones
Li, Mingliang,Yang, Yudong,Zhou, Danni,Wan, Danyang,You, Jingsong
supporting information, p. 2546 - 2549 (2015/05/27)
(Chemical Equation Presented). Through the nickel-catalyzed chelation-assisted C-H bond activation strategy, the addition-type alkenylation of unreactive β-C(sp3)-H bonds of aliphatic amides with internal alkynes is developed for the first time to produce γ,δ-unsaturated carboxylic amide derivatives. The resulting alkenylated products can further be transformed into polysubstituted γ-butyrolactones with pyridinium chlorochromate (PCC).
COMBINATIONS OF HEPATITIS C VIRUS INHIBITORS
-
Page/Page column 646, (2015/02/02)
The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.
Analogs of isovaleramide, a pharmaceutical composition including the same, and a method of treating central nervous system conditions or diseases
-
Page/Page column 10, (2010/02/15)
An isovaleramide analog having at least one of an increased potency, an increased half-life, and an increased stability compared to isovaleramide. The isovaleramide analog is a cyclic analog or a noncyclic analog. The isovaleramide analog is formulated into a pharmaceutical composition. A method of treating a central nervous system condition or disease is also disclosed. The method comprises administering an isovaleramide analog to a patient suffering from the central nervous system condition or disease.
On rearrangements by cyclialkylations of arylpentanols to 2,3-dihydro-1H-indene derivatives. Part 4. The acid-catalyzed cyclialkylation of 2,4-dimethyl-2-phenyl[3-13C]pentan-3-ol
Fathi, Behrouz,Giovannini, Edgardo
, p. 2083 - 2088 (2007/10/03)
The cyclialkylation of 2,4-dimethyl-2-phenyl[3-13C]pentan-3-ol (4) gives only 2,3-dihydro-1,1,2,3- tetramethyl-1H-[3-13C]indene (6) (cf. Scheme 2) and not a trace of the isotopomeric 2,3-dihydro-1,1,2,3-tetramethyl-1H-[2-13C]indene (5). The mechanism proposed in [3] for the cyclialkylation of 4 (cf. Scheme 2, Path A) has, therefore, to be abandoned. The mechanism of Scheme 2, Path B, is proposed and may be considered as definitively established.
HIGHLY SELECTIVE SYNTHESIS OF ACYCLIC TERT-ALIPHATIC CARBOXYLIC ACIDS FROM ACYCLIC TERT-ALCOHOLS USING SULFURIC ACID SUPERSATURATED WITH CARBON MONOXIDE
Takahashi, Yukio,Yoneda, Norihiko
, p. 1945 - 1954 (2007/10/02)
The selective carboxylation of acyclic tert-aliphatic alcohols was successfully performed to produce the corresponding acyclic tert-aliphatic carboxylic acids in significantly high yields using concentrated sufuric acid supersaturated with carbon monoxide.
Conformational Analysis and Stereodynamics of Primary Acyclic Alkyl Radicals by EPR Spectroscopy
Ingold, K. U.,Nonhebel, D. C.,Walton, J. C.
, p. 2859 - 2869 (2007/10/02)
The EPR spectra of n-alkyl, 2-methylalkyl, 2,2-dimethylalkyl, 2,2,3-trimethylbutyl, and 2,2,3,3-tetramethylbutyl radicals indicate that at 90 K they exist in "rigid" conformations with respect to rotation about the Cβ-Cγ bonds.The preferred conformations about the Cα-Cβ and Cβ-Cγ bonds were deduced by analysis of the β- and γ-H hyperfine splittings (hfs). 2,2,3,3-Tetramethylbutyl radicals, the only radicals with a CH3 group approximately all-trans with respect to the semioccupied p-orbital, were also the only radicals to show resolved δ-hfs.The barriers to internal rotation of the methyl groups in n-propyl, isobutyl, neopentyl, 2,2-bis(trideuteriomethyl)butyl, and 2,2,3,3-tetramethylbutyl radicals were obtained by line shape analysis; the ethyl rotation barrier in 2,2-bis(trideuteriomethyl)butyl and the tert-butyl rotation barrier in 2,2,3,3-tetramethylbutyl radicals were estimated in a similar way.The experimental hfs of trans γ-hydrogens were shown to fit a relationship of the form aHγ = 0.1 +7.9 cos2 Φ, where Φ is the dihedral angle between the SOMO and the plane through Cα, Cβ, and Cγ.Trends in the internal rotation barriers of the alkyl groups were adequately accounted for in terms of steric effects.
STERIC EFFECTS IN SYSNTHESIS - STERIC LIMITS TO THE ALKYLATION OF NITRILES AND CARBOXYLIC ACIDS
MacPhee, John-Anthony,Dubois, Jacques-Emile
, p. 775 - 778 (2007/10/02)
The steric limits to the alkylation of aliphatic nitriles and carboxylic acids have been investigated in some detail.For the experimental conditions considered (ionization by i-Pr2NLi in THF followed by alkylation with RI/THF/HMPA) the most hindered nitriles R-CN and carboxylic acids R-CO2H have the same secondary alkyl group R=t-BuiPrCH-, but different tertiary, i.e.R=t-BuiPrEtC- or i-Pr3C- for RCN and R=Et2MeC for RCO2H.A comparison of the relative merits of alkylation of esters, carboxylic acids, and nitriles is considered.
