36914-69-9Relevant articles and documents
Direct reversible decarboxylation from stable organic acids in dimethylformamide solution
Kong, Duanyang,Moon, Patrick J.,Lui, Erica K.J.,Bsharat, Odey,Lundgren, Rylan J.
, p. 557 - 561 (2020/09/02)
Many classical and emerging methodologies in organic chemistry rely on carbon dioxide (CO2) extrusion to generate reactive intermediates for bond-forming events. Synthetic reactions that involve the microscopic reverse-the carboxylation of reactive intermediates-have conventionally been undertaken using very different conditions. We report that chemically stable C(sp3) carboxylates, such as arylacetic acids and malonate half-esters, undergo uncatalyzed reversible decarboxylation in dimethylformamide solution. Decarboxylation-carboxylation occurs with substrates resistant to protodecarboxylation by Br?nsted acids under otherwise identical conditions. Isotopically labeled carboxylic acids can be prepared in high chemical and isotopic yield by simply supplying an atmosphere of 13CO2 to carboxylate salts in polar aprotic solvents. An understanding of carboxylate reactivity in solution enables conditions for the trapping of aldehydes, ketones, and a,b-unsaturated esters.
Ligand-Enabled β-C–H Arylation of α-Amino Acids Without Installing Exogenous Directing Groups
Chen, Gang,Zhuang, Zhe,Li, Gen-Cheng,Saint-Denis, Tyler G.,Hsiao, Yi,Joe, Candice L.,Yu, Jin-Quan
supporting information, p. 1506 - 1509 (2017/02/05)
Herein we report acid-directed β-C(sp3)-H arylation of α-amino acids enabled by pyridine-type ligands. This reaction does not require the installation of an exogenous directing group, is scalable, and enables the preparation of Fmoc-protected unnatural amino acids in three steps. The pyridine-type ligands are crucial for the development of this new C(sp3)-H arylation.
Novel heterocyclic urea derivatives and their use as dopamine D3 receptor ligands
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Page 21 - 22, (2010/02/06)
The invention relates to heterocyclic substituted urea derivatives that display selective binding to dopamine D3 receptors. In another aspect, the invention relates to a method for treating central nervous system disorders associated with the dopamine D3 receptor activity in a patient in need of such treatment comprising administering to the subject a therapeutically effective amount of said compounds for alleviation of such disorder. The central nervous system disorders that may be treated with these compounds include Psychotic Disorders, Substance Dependence, Substance Abuse, Dyskinetic Disorders (e.g. Parkinson's Disease, Parkinsonism, Neuroleptic-Induced Tardive Dyskinesia, Gilles de la Tourette Syndrome and Huntington's Disease), Dementia, Anxiety Disorders, Sleep Disorders, Circadian Rhythm Disorders and Mood Disorders. The subject invention is also directed towards processes for the preparation of the compounds described herein as well as methods for making and using the compounds as imaging agents for dopamine D3 receptors.
AN ALDOL-TYPE REACTION OF ACTIVE METHYL GROUPS OF NITROGEN-CONTAINING HETEROAROMATIC COMPOUNDS
Hamana, Hiroshi,Sugasawa, Tsutomu
, p. 333 - 336 (2007/10/02)
Active methyl groups of nitrogen-containing heteroaromatic compounds react with benzaldehydes in the presence of 9-BBN triflate and diisopropylethylamine in dichloromethane to give the corresponding aldol-type products under mild conditions.
Studies on the Thermolysis of 2-(2-Hydroxy-2-arylethyl)pyrazines. An Example of a Retro-Ene-Type Reaction
Houminer, Yoram
, p. 999 - 1003 (2007/10/02)
Several substituted 2-(2-hydroxy-2-arylethyl)pyrazines (1-10) have been prepared and their thermolysis in diglyme and DMF studied.Each of these substrates decomposes to give the parent methylpyrazine and the corresponding aryl aldehyde.Kinetic, isotope effect, and solvent effect studies suggest a mechanism involving a nonpolar concerted six-membered-ring transition state.The degree of proton transfer in the transition state is discussed in detail.Methyl substituents on the pyrazine ring were found to strongly affect the reaction rate.This phenomenon is analyzed interms of the steric and electronic effects induced by the methyl substituents.