Enzyme immobilization: Both reactions, e. g., enzymatic decomposition of 4-nitrophenyl-α-D-glucopyranoside (4-NPG) and the reduction of the byproduct 4-Nitrophenol (4-NP) to 4-aminophenol (4-AP) were accomplished by dual catalyst loaded De...
Nickel‐Catalyzed Sequential Dehydrogenation and Cyclization of 2‐Amino(Nitro)‐benzyl Alcohols with Alkyl Alcohols: Synthesis of C‐3‐Substituted Quinolines
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Intermolecular Cyclization to N-heteroarene: Sequential de hydrogenative coupling of two different primary alcohols to C-3-substituted quinolines is presented using nickel catalysis.
We herein reported a general and efficient Ni-catalyzed protocol for sequential double de-hydrogenative cyclization of 2-amino(nitro)-benzyl alcohols with primary alcohols to C-3-substituted quinolines releasing water and dihydrogen as by products. As a special highlight, late stage functionalization of cholesterol derivative including chemo-selective transformations of citronellol, fatty acid derived oleyl alcohol and long chain C4−C14 alkyl alcohols were reported. Initial mechanistic studies including deuterium-labelling experiments were perform to establish the de-hydrogenative cyclization.Zum Volltext
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