Double nucleophilic addition. A new one-pot synthesis of 2-alkyl- and 2-phenyl-5-hydrazinopyridine from pyridine

被引:19
作者
Zhang, LH [1 ]
Tan, ZL [1 ]
机构
[1] Boehringer Ingelheim Pharmaceut Inc, Chem Dev, Ridgefield, CT 06877 USA
关键词
D O I
10.1016/S0040-4039(00)00340-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method for the synthesis of 2-alkyl- and 2-phenyl-5-hydrazinopyridine has been developed. Nucleophilic addition on pyridine by alkyl or phenyl lithium reagents generated a 2-substituted dihydropyridine anion that reacts with di-t-butyl azodicarboxylate to form 2,5-disubstituted dihydropyridine. Conversion of the dihydropyridines to pyridines was achieved by a mild air oxidation. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3025 / 3028
页数:4
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