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Z. Naturforsch. 2013, 68b, 818 – 822
doi:10.5560/ZNB.2013-3095
Solvent-free Synthesis of 1,2-Disubstituted Derivatives of 1,2-Dihydroisoquinoline, 1,2-Dihydroquinoline and 1,2-Dihydropyridine
Rahimeh Hajinasiri and Sobhan Rezayati
Chemistry Department, Qaemshahr Branch, Islamic Azad University, Qaemshahr, I. R. Iran
Reprint requests to Dr. Rahimeh Hajinasiri. Fax: +981232240091. Tel.: +981232145117. E-mail: rhmhajinasiri@yahoo.com
Received March 7, 2013 / published online July 19, 2013
A one-pot and efficient approach to the synthesis of dialkyl 2-[1-[(alkoxycarbonyl)anilino]-2(1H)-(isoquinolin-2-yl) (or -quinolin-1-yl or -pyridin-1-yl)]-2-butenedioates is described. This method involves a three-component reaction between isoquinoline, quinoline or pyridine, dialkyl acetylenedicarboxylates and N-phenylcarbamates under solvent-free conditions, without using any catalyst and at room temperature. The mild reaction conditions and good yields of the products exhibit the synthetic advantage of this method.
Key words: 1,2-Dihydroisoquinoline, Solvent-free, Phenylcarbamate, 1,2-Dihydroquinoline, 1,2-Dihydropyridine
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