| Abstract: | 3-α-Bromacetyl-coumarines as Synthones for Heterocyclic Substituted Coumarines 3-α-Bromacetyl-coumarines 2 react easily and in high yields with thiourea and thioamide derivatives 3 and 5 , resp., to 4-coumar-3′-yl-thiazoles 4 and 6 , resp., as well as with N,N-disubstituted thioamides 11 and N,N,N′,N′-tetraalkylthiourea 12 to 5-coumar-3′-yl-oxathioliumsalts 13 and 14 , respectively. In a two-step reaction 2 can be transformed by reaction with aniline 17 to 4-coumar-3′-yl-imidazoles 21 and 5-coumar-3′-yl-oxazoliumsalts 22 , resp., via aminoketone intermediates 18 . |
