The effect of the C5-substituent on regioselectivity in the Rh(<scp>i</scp>)-catalyzed intermolecular transannulation of 1,2,3-thiadiazoles with phenylacetylene
Марина А. Токарева, Indrek Pernik, Barbara A. Messerle, Т. В. Глухарева, Sinead T. Keaveney
Abstract
The nature of the C5-substituent on the 1,2,3-thiadiazole ring has a remarkable effect on regioselectivity of the intermolecular transannulation of thiadiazole substrates with phenylacetylene leading to different thiophene regioisomers.
Topics & Concepts
PhenylacetyleneRegioselectivitySubstituentIntermolecular forceChemistryRing (chemistry)ThiopheneCatalysisStereochemistryOrganic chemistryMoleculeCyclopropane Reaction MechanismsClick Chemistry and ApplicationsCatalytic C–H Functionalization Methods