Synthesis of 1,4-Dihydropyridines by Regioselective Additions of Benzylic Zinc Bromides to Pyridinium Salts and Their Aromatizations to 4-Benzylpyridines

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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DOI:
10.1080/00397919708004198
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发表时间:
1997-03
影响因子:
2.1
通讯作者:
A. Krapcho;D. Waterhouse;A. Hammach;R. Di Domenico;E. Menta;A. Oliva;S. Spinelli
A. Krapcho;D. Waterhouse;A. Hammach;R. Di Domenico;E. Menta;A. Oliva;S. Spinelli
中科院分区:
化学4区
文献类型:
--
作者:
A. Krapcho;D. Waterhouse;A. Hammach;R. Di Domenico;E. Menta;A. Oliva;S. Spinelli

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摘要苄基锌试剂与烟酸甲酯的1-苯氧羰基盐高区域选择性加成,生成1-苯氧羰基-4-苄基-1,4-二氢烟酸甲酯。二氢烟酸酯与硫在十氢萘中加热得到4-苄基烟酸甲酯。
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.