Premium
Aldehydes as Alkylating Agents for Ketones
Author(s) -
Runikhina Sofiya A.,
Afanasyev Oleg I.,
Biriukov Klim,
Perekalin Dmitry S.,
Klussmann Martin,
Chusov Denis
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201904605
Subject(s) - alkylation , chemistry , reagent , carbon monoxide , halide , catalysis , alkyl , organic chemistry , ruthenium , solvent , substrate (aquarium) , combinatorial chemistry , oceanography , geology
Common and non‐toxic aldehydes are proposed as reagents for alkylation of ketones instead of carcinogenic alkyl halides. The developed reductive alkylation reaction proceeds in the presence of the commercially available ruthenium catalyst [(cymene)RuCl 2 ] 2 (as low as 250 ppm) and carbon monoxide as the reducing agent. The reaction works well for a broad substrate scope, including aromatic and aliphatic aldehydes and ketones. It can be carried out without a solvent and often gives nearly quantitative yields of the products. This straightforward and cost‐effective method is promising not only for laboratory application but also for industry, which produces carbon monoxide as a large‐scale waste product.