A new one-pot, four-component synthesis of 1,2-amino alcohols: TiCl3/t-BuOOH-mediated radical hydroxymethylation of imines.
An amine, an aldehyde, and methanol can be readily assembled in one pot under very mild conditions through a free-radical multicomponent reaction by using an aqueous acidic TiCl3/t-BuOOH system to afford 1,2-amino alcohols in fair to excellent yields.
Clerici
Angelo
A
Dipartimento di Chimica, Materiali e Ingegneria Chimica Giulio Natta, Politecnico di Milano-Sezione Chimica, Via Mancinelli 7, 20131 Milano, Italy.
Ghilardi
Alessandra
A
Pastori
Nadia
N
Punta
Carlo
C
Porta
Ombretta
O
D000447:Aldehydes / Q000737:chemistry; D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D000440:Butanols / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D006900:Hydroxylation; D007097:Imines / Q000737:chemistry*; D008745:Methylation; D015394:Molecular Structure; D013793:Thallium / Q000737:chemistry*
D000447:Aldehydes; D000605:Amino Alcohols; D000440:Butanols; D005609:Free Radicals; D007097:Imines; C027549:thallium chloride; D013793:Thallium