Lanthanide-promoted ethylation of Schiff bases by triethylaluminum.
[reaction: see text] Schiff bases of aromatic aldehydes and anilines that fail to react with triethylaluminum are smoothly alkylated at room temperature in the presence of lanthanide catalysts. The alkylation takes place selectively at the vinylic carbon atom.
Tsvelikhovsky
Dmitry
D
Department of Organic Chemistry, The Hebrew University, Jerusalem 91904, Israel.
Gelman
Dmitri
D
Molander
Gary A
GA
Blum
Jochanan
J
D000478:Alkylation; D000535:Aluminum / Q000737:chemistry*; D001547:Benzaldehydes / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D028581:Lanthanoid Series Elements / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*
D001547:Benzaldehydes; D028581:Lanthanoid Series Elements; D009942:Organometallic Compounds; D000535:Aluminum; C498384:triethylaluminum