P. Barker, Corazon Bahia
1990
Citations
0
Influential Citations
5
Citations
Journal
Tetrahedron
Abstract
Abstract A novel chloromethylation of pyrroles containing certain electron-withdrawing groups at the 2-position has been observed, which is of synthetic utility. Specifically, 2-(trichloro)- and (trifluoro)- acetyl-1-methyl pyrroles and ethyl 1-methylpyrrole-2-oxoacetate yield, when treated with paraformaldehyde and hydrogen chloride, and in the absence of any Friedel-Crafts catalyst, the corresponding 4-chloromethyl compounds in high yield and with high regiospecificity. These chloromethylpyrroles are versatile intermediates and offer access to some known and some new pyrrole compounds.