Synthesis of 1,4-Dihydropyridines by Regioselective Additions of Benzylic Zinc Bromides to Pyridinium Salts and Their Aromatizations to 4-Benzylpyridines |
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| Authors: | A Paul Krapcho David J Waterhouse Abdelhakim Hammach Roberto Di Domenico Ernesto Menta Ambrogio Oliva |
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| Institution: | 1. Department of Chemistry , University of Vermont , Burlington, VT, 05405, USA;2. Boehringer Mannheim Italia, Research Center , Monza, 20052, Italy |
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| Abstract: | Benzylic zinc reagents add with high regioselectivity to 1-(phenoxycarbonyl) salts of methyl nicotinate to yield methyl-1-(phenoxylcarbonyl)-4-benzyl-1,4-dihydronicotinates. The dihydronicotinates on heating with sulfur in decalin afford methyl 4-benzylnicotinates. |
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