35197-04-7Relevant academic research and scientific papers
Cobalt-Catalyzed Decarboxylative Methylation and Ethylation of Aliphatic N-(Acyloxy)phthalimides with Organoaluminum Reagents
Wang, Ze-Zhong,Wang, Guang-Zu,Zhao, Bin,Shang, Rui,Fu, Yao
supporting information, p. 1221 - 1225 (2020/08/17)
A cobalt-catalyzed decarboxylative methylation of aliphatic redox-active esters [ N-(acyloxy)phthalimides; RAEs] with trimethylaluminum under mild conditions was developed, providing a method for transforming a carboxylate group into a methyl group without redox fluctuation. Primary and secondary RAEs were both amenable substrates, whereas a tertiary RAE delivered an elimination product. Triethylaluminum was also used to deliver a decarboxylative ethylation product.
Method for decarboxylation and in-situ methylation of alkyl active carboxylic ester
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Paragraph 0047-0054; 0093-0100; 0203, (2020/06/20)
The invention relates to a method for decarboxylation and in-situ methylation of alkyl active carboxylic ester. The method comprises the following step: in the presence of a cobalt catalyst, a phosphine ligand and an organic solvent, reacting alkyl active carboxylic ester with a trimethyl aluminum reagent to obtain a target methylated product. According to the provided method, trimethyl aluminum is used as a methylation reagent, so that a series of important secondary carbon and tertiary carbon centers are commercially and conveniently constructed successfully; the used carboxylate substrate is rich in source and simple to synthesize; compared with a traditional synthesis method reported before, the method avoids the use of a noble metal catalyst, and meets the requirements of green environment-friendly chemistry; the functional group compatibility is wide, the method is successfully applied to gram-scale reaction, the conversion rate is high, and the method has an important syntheticchemical value.
Novel acetylcholine and carbamoylcholine analogues: Development of a functionally selective α4β2 nicotinic acetylcholine receptor agonist
Hansen, Camilla P.,Jensen, Anders A.,Christensen, Jeppe K.,Balle, Thomas,Liljefors, Tommy,Fr?lund, Bente
experimental part, p. 7380 - 7395 (2009/12/07)
A series of carbamoylcholine and acetylcholine analogues were synthesized and characterized pharmacologically at neuronal nicotinic acetylcholine receptors (nAChRs). Several of the compounds displayed low nanomolar binding affinities to the α4β2 nAChR and pronounced selectivity for this subtype over α3β4, α4β4, and α7 nAChRs. The high nAChR activity of carbamoylcholine analogue 5d was found to reside in its R-enantiomer, a characteristic most likely true for all other compounds in the series. Interestingly, the pronounced α4β2 selectivities exhibited by some of the compounds in the binding assays translated into functional selectivity. Compound 5a was a fairly potent partial α4β2 nAChR agonist with negligible activities at the α3β4 and α7 subtypes, thus being one of the few truly functionally selective α4β 2 nAChR agonists published to date. Ligand-protein docking experiments using homology models of the amino-terminal domains of α4β2 and α3β4 nAChRs identified residues Val111(β2)/Ile113(β4) , Phe119(β2)/Gln121(β4), and Thr155(α4)/Ser150(α3) as possible key determinants of the α4β2/α 3β4-selectivity displayed by the analogues.
