127404-81-3Relevant academic research and scientific papers
Enantioselective Synthesis of γ-Lactams by Lewis Base Catalyzed Sulfenoamidation of Alkenes
Panger, Jesse L.,Denmark, Scott E.
supporting information, p. 2501 - 2505 (2020/01/03)
A method for the catalytic, enantioselective, intramolecular 1,2-sulfenoamidation of alkenes is described. Lewis base activation of a suitable sulfur electrophile generates an enantioenriched, thiiranium ion intermediate from a β,γ-unsaturated sulfonyl ca
Intramolecular Cyclization of Vinyldiazoacetates as a Versatile Route to Substituted Pyrazoles
Drikermann, Denis,G?rls, Helmar,Kerndl, Valerie,Vilotijevic, Ivan
supporting information, p. 1158 - 1162 (2020/07/20)
Vinyldiazo compounds undergo a thermal electrocyclization to form pyrazoles in yields of up to 95percent. The reactions are operationally simple, use readily available starting materials, require no intervention of a catalyst, and enable the synthesis of mono-, di- A nd tri-substituted pyrazoles. With the ability to produce highly substituted pyrazoles and the flexibility in installing various types of substituents, this method constitutes a new entry to this valuable heterocyclic scaffold and may be of interest to all branches of the chemical industry.
Method for preparing beta, gama-unsaturated carboxylic acid compound
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Paragraph 0041; 0042; 0043; 0044-0048; 0105; 0106; 0107-0111, (2017/12/04)
The invention provides a method for preparing a beta, gamma-unsaturated carboxylic acid compound. The method comprises the steps of making an allylic alcohol compound of a formula 1 or a formula 2 react with formic acid in the presence of a palladium catalyst, a phosphorous ligand, acid anhydride and an organic solvent to obtain the beta, gamma-unsaturated carboxylic acid compound of a formula 3 or formula 4, wherein R1, R2 and R3 are defined in the description. Formic acid is utilized as a carboxylation reagent, and the beta, gamma-unsaturated carboxylic acid compound is low in price, safe, stable and low in toxicity; the yield is high, the operation is simple, and the economy is high; compared with an existing compounding method, the use of toxic gas carbon monoxide and/or an equivalent quantity of reactive metal reagents is avoided, and the method meets requirements for environment-friendly chemistry; in addition, the dose of catalysts is small, the reaction condition is mild, the reactant is high in conversion rate and product yield, and the method has a very good industrial prospect.
Efficient Pd-Catalyzed Regio- and Stereoselective Carboxylation of Allylic Alcohols with Formic Acid
Fu, Ming-Chen,Shang, Rui,Cheng, Wan-Min,Fu, Yao
supporting information, p. 8818 - 8822 (2017/07/11)
Formic acid is efficiently used as a C1 source to directly carboxylate allylic alcohols in the presence of a low loading of palladium catalyst and acetic anhydride as additive to afford β,γ-unsaturated carboxylic acids with excellent chemo-, regio-, and stereoselectivity. The reaction proceeds through a carbonylation process with in situ-generated carbon monoxide under mild conditions, avoiding the use of high-pressure gaseous CO. A bisphosphine ligand with a large bite angle (4,5-bis{diphenylphosphino}-9,9-dimethylxanthene, Xantphos) was found to be uniquely effective for this transformation. The regio- and stereoconvergence of this reaction is ascribed to the thermodynamically favored isomerization of the allylic electrophile in the presence of the palladium catalyst.
A Chiral Electrophilic Selenium Catalyst for Highly Enantioselective Oxidative Cyclization
Kawamata, Yu,Hashimoto, Takuya,Maruoka, Keiji
supporting information, p. 5206 - 5209 (2016/05/19)
Chiral electrophilic selenium catalysts have been applied to catalytic asymmetric transformations of alkenes over the past two decades. However, highly enantioselective reactions with a broad substrate scope have not yet been developed. We report the first successful example of this reaction employing a catalyst based on a rigid indanol scaffold, which can be easily synthesized from a commercially available indanone. The reaction efficiently converts β,γ-unsaturated carboxylic acids into various enantioenriched γ-butenolides under mild conditions.
Synthesis of pyridines by carbenoid-mediated ring opening of 2H-azirines
Loy, Nicole S. Y.,Singh, Alok,Xu, Xianxiu,Park, Cheol-Min
supporting information, p. 2212 - 2216 (2013/04/10)
Roaming the range: The title reaction tolerates a wide range of substituents on the resulting pyridine ring using mild reaction conditions (see scheme; esp=α,α,α′,α′-tetramethyl-1,3- benzenedipropionic acid). The formation of the key intermediate is catal
Synthesis and cardiovascular activity of phenylalkylamine derivatives. I. Potential specific bradycardic agents
Ozaki,Matsukura,Kabasawa,Ishibashi,Ikemori,Hamano,Minami
, p. 2735 - 2740 (2007/10/02)
A series of acyclic amide derivatives of N-(ω-aminoalkyl)-N-methylhomoveratrylamine was synthesized and evaluated for their bradycardic activity in isolated guinea pig right atria. Among these compounds, (E)-N-[3[N'-[2-(3,4-dimethoxyphenyl)ethyl]-N'-methy
