Ic. Ivanov et Sk. Karagiosov, 2 METHODS FOR THE PREPARATION OF 3-DIALKYLAMINOMETHYL DERIVATIVES (MANNICH-BASES) OF 4-AMINOCOUMARIN - A NEW-TYPE OF INTRAMOLECULAR HYDRIDETRANSFER, Synthesis, (6), 1995, pp. 633-634
The transformation of 4-alkylaminocoumarin-3-carbaldehydes (1 b-f) by
treatment with secondary amines 2 a-i into 3-dialkylaminomethyl-4-amin
ocoumarins 4 a-i via intramolecular hydride transfer is reported. The
structure of 4 was ascertained by independent Mannich reaction of 4-am
inocoumarin (5) yielding the 3-dialkylaminomethyl derivatives 4 a-e. B
y treatment of 1 e with primary amine 6 only the usual Schiff base 7 w
as obtained.