Three-component synthesis of benzo[b][1,5]thiazepines via coupling-addition-cyclocondensation sequence.
2,4-Disubstituted benzo[b][1,5]thiazepines represent nonfluorescent intense yellow chromophores and are readily synthesized from acid chlorides, terminal alkynes, and ortho-amino thiophenols by a consecutive one-pot three-component Sonogashira coupling-Michael addition-cyclocondensation sequence under mild conditions in good yields.
Willy
Benjamin
B
Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, 40225 Düsseldorf, Germany.
Müller
Thomas J J
TJ
D002625:Chemistry, Organic / Q000379:methods*; D003500:Cyclization; D008958:Models, Molecular; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013056:Spectrophotometry, Ultraviolet; D013841:Thiazepines / Q000138:chemical synthesis* / Q000737:chemistry
C106746:1,5-benzothiazepine; D013841:Thiazepines