1309375-50-5Relevant academic research and scientific papers
Investigations of the generality of quaternary ammonium salts as alkylating agents in direct C-H alkylation reactions: Solid alternatives for gaseous olefins
Sch?nbauer, David,Spettel, Manuel,Pollice, Robert,Pittenauer, Ernst,Schnürch, Michael
, p. 4024 - 4030 (2019)
C-H alkylation reactions using short chain olefins as alkylating agents could be operationally simplified on the lab scale by using quaternary ammonium salts as precursors for these gaseous reagents: Hofmann elimination delivers in situ the desired alkenes with the advantage that the alkene concentration in the liquid phase is high. In case a catalytic system did not tolerate the conditions for Hofmann elimination, a very simple spatial separation of both reactions, Hofmann elimination and direct alkylation, was achieved to circumvent possible side reactions or catalyst deactivation. Additionally, the truly catalytically active species of a rhodium(i) mediated alkylation reaction could be identified by using this approach.
Rhoda-Electrocatalyzed C?H Methylation and Paired Electrocatalyzed C?H Ethylation and Propylation
Kuciński, Krzysztof,Simon, Hendrik,Ackermann, Lutz
supporting information, (2021/11/16)
The use of electricity over traditional stoichiometric oxidants is a promising strategy for sustainable molecular assembly. Herein, we describe the rhoda-electrocatalyzed C?H activation/alkylation of several N-heteroarenes. This catalytic approach has been successfully applied to several arenes, including biologically relevant purines, diazepam, and amino acids. The versatile C?H alkylation featured water as a co-solvent and user-friendly trifluoroborates as alkylating agents. Finally, the rhoda-electrocatalysis with unsaturated organotrifluoroborates proceeded by paired electrolysis.
Cobalt-catalyzed coupling of alkyl grignard reagent with benzamide and 2-phenylpyridine derivatives through directed C-H bond activation under air
Chen, Quan,Ilies, Laurean,Yoshikai, Naohiko,Nakamura, Eiichi
supporting information; experimental part, p. 3232 - 3234 (2011/08/22)
Aromatic carboxamides and 2-phenylpyridine derivatives can be ortho-alkylated with Grignard reagents in the presence of a cobalt catalyst and DMPU as a ligand. The reaction proceeds smoothly at room temperature, using air as the sole oxidant. The dialkyla
