068ChemInform Abstract The telomerization of various nitrogen and nitrogen,sulfur heterocycles with butadiene (II) is studied in the presence of complex palladium catalysts according to methods A) or B). Imidazole (I), benzimidazole (V), the pyrazoles (VIII), 1,2,4-triazole (XIV) and 1,2,3-benzotriazole (XVI) exclusively react at the imino nitrogen to yield the corresponding N-octadienyl derivatives (III) and (IV), (VI)and (VII), (IX) and (X), (XV) and (XVII). The 4-aminopyrazole (XI) and the 5-aminotriazole (XVIII) afford the corresponding N-octadienyl derivatives (XII) and (XIX) along with the amines (XIII) and (XX). The reactivities of the systems A) and B) are compared. The system B) is found to be the more reactive one. Indole (XXI) reacts only at C-3 to give 3-octadienylindole (XXII). Indoles with blocked 3-positions or nitrogen,sulfur heterocycles -e.g. thiazoles, thiadiazoles -do not undergo telomerizations with butadiene (II) according to the methods A) or B).
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.