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The Ritter Reaction under Truly Catalytic Brønsted Acid Conditions
Author(s) -
Sanz Roberto,
Martínez Alberto,
Guilarte Verónica,
ÁlvarezGutiérrez Julia M.,
Rodríguez Félix
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700562
Subject(s) - chemistry , ritter reaction , tertiary alcohols , catalysis , organic chemistry , brønsted–lowry acid–base theory , reaction conditions
Simple organic acids like 2,4‐dinitrobenzenesulfonic acid (DNBSA) catalyze the Ritter reaction of secondary benzylic alcohols giving rise to the corresponding N ‐benzylacetamides in usually high yields. Reactions can be conducted without exclusion of oxygen and without the need of dry solvents. With tertiary α,α‐dimethylbenzylic alcohols a different pathway involving a formal dimerization reaction takes place under the acid‐catalytic conditions used. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)