Koolman, H; Heinrich, T; Reggelin, M
Pyrrolo[2,3-d]thiazoles are conveniently derived from the corresponding o-aminoalkynylthiazoles via microwave assisted 5-endo-dig cyclization. Methylene-bridged substituents in the 6-position are directly obtained from 5-exo-Heck cyclization based on the same iodoaminothiazole precursor. Further structural variety is accessible via Suzuki reaction of 2-chloroaminothiazoles prior to cyclization or post-cyclization modifications. © Georg Thieme Verlag Stuttgart - New York.
heterocycles; microwave irradiation; pyrroles; thiazoles; Heck cyclization; Heterocycles; Microwave assisted; pyrroles; Suzuki reaction; thiazoles; Irradiation; Microwave irradiation; Cyclization; 3 [4h pyrrolo[2,3 d]thiazol 5 yl]phenylamine; 4h pyrrolo[2,3 d]thiazole; 5 [pyridin 4 yl] 4h pyrrolo[2,3 d]thiazole; 5 benzyl 4h pyrrolo[2,3 d]thiazole; alkyne; benzyl [3 [4h pyrrolo[2,3 d]thiazol 5 yl]phenyl]amine; carbamic acid; palladium; pyrrolo[2,3 d]thiazole derivative; tert butyl n [1,3 thiazol 4 yl]carbamate derivative; tert butyl n [2 chloro 1,3 thiazol 4 yl]carbamate; tert butyl n [2 chloro 5 [2 (4 fluorophenyl)ethynyl] 1,3 thiazol 4 yl]carbamate; tert butyl n [2 chloro 5 [3 (triethylsilyl)ethynyl] 1,3 thiazol 4 yl]carbamate; tert butyl n [2 chloro 5 iodo 1,3 thiazol 4 yl]carbamate; tert butyl n [2 heteroaryl 5 [2 (4 fluorophenyl)ethynyl] 1,3 thiazol 4 yl]carbamate derivative; tert butyl n [2 pyridin 1,3 thiazol 4 yl]carbamate; tert butyl n [2 pyridin 5 iodo 1,3 thiazol 4 yl]carbamate; tert butyl n [5 (2 alkynyl) 1,3 thiazol 4 yl]carbamate derivative; tert butyl n [5 (3 phenylprop 1 ynyl) 1,3 thiazol 4 yl]carbamate; tert butyl n [5 [(3 aminophenyl)ethynyl] 1,3 thiazol 4 yl]carbamate; tert butyl n [5 [(3 hydroxyphenyl)ethynyl] 1,3 thiazol 4 yl]carbamate; tert butyl n [5 [(pyridin 4 yl)ethynyl] 1,3 thiazol 4 yl]carbamate; tert butyl n [5 [(triethylsilyl)ethynyl] 1,3 thiazol 4 yl]carbamate; tert butyl n [5 [2 (4 fluorophenyl)ethynyl] 1,3 thiazol 4 yl]carbamate; tert butyl n [5 [3 [(benzylamino)phenyl]ethynyl] 1,3 thiazol 4 yl]carbamate; tert butyl n [5 iodo 1,3 thiazol 4 yl]carbamate; thiazole derivative; toluene; unclassified drug; xylene; alkynylation; article; chemical reaction; chemical structure; cyclization; derivatization; distillation; high performance liquid chromatography; microwave irradiation; Suzuki reaction; synthesis
