Tetrahedron letters

Benzamide synthesis by direct electrophilic aromatic substitution with cyanoguanidine

RR Naredla, DA Klumpp

文献索引：Naredla, Rajasekhar Reddy; Klumpp, Douglas A. Tetrahedron Letters, 2012 , vol. 53, # 35 p. 4779 - 4781

全文：HTML全文

被引用次数: 5

摘要

Cyanoguanidine is an inexpensive commodity chemical and it is found to be a useful reagent for the direct Friedel–Crafts carboxamidation of arenes. The reaction works best in an excess of Brønsted superacid, an observation suggesting the involvement of a superelectrophilic intermediate. Theoretical calculations indicate that the most stable diprotonated species involves protonation at the guanidine and cyano nitrogen atoms.