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Key Laboratory for Environmentally Friendly Chemistry and Application of the Ministry of Education, Department of Chemistry, Xiangtan University, Hunan, P. R. China
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Org. Biomol. Chem., 2012,10, 8605-8608
14 Aug 2012,
11 Sep 2012
First published online
13 Sep 2012
A practical Brønsted acid promoted benzylic C–H functionalization of 2-methylazaarenes and nucleophilic addition to aldehydes was developed in good to excellent yields. A six-membered hydrogen-bonding transition state is proposed to be crucial for the reaction. Ready availability of the two starting materials, the use of acetic acid as the catalyst and the facile reaction conditions will guarantee this synthetic method attractive to the synthesis of bioactive pyridine and quinoline derivatives.