4458-69-9Relevant articles and documents
ELECTROPHILIC HETEROAROMATIC SUBSTITUTIONS. IX. BEHAVIOUR OF HALOGENOPYRROLES TOWARDS HYDROGEN HALIDES IN DIVERSE SOLVENTS
Giuliano, Francesco,Penna, Marina,Sleiter, Giancarlo
, p. 589 - 594 (2007/10/02)
The reactions of a series of α- and β-bromo and-chloropyrroles with hydrogen halides have been investigated both in aprotic and protic solvents in order to establish the true nature of the processes.Proto dehalogenation (reductive dehalogenation) has only been observed in position α in aprotic solvents able to scavenge the elemental halogen (or mixed halogen) formed, whereas halogen exchange reactions are the prevailing processes under protic conditions.Contrary to previous statements, halogen exchange can occur in both directions (Cl--->Br and Br--->Cl) and has been observed only in α position.