Inter-ring directed ortho lithiation by the 2-pyridyl group in bipyridines

被引:18
作者
Zoltewicz, JA
Dill, CD
机构
[1] Department of Chemistry, University of Florida, Gainesville
关键词
lithiation; bipyridines; Pd-catalyzed coupling; terpyridines;
D O I
10.1016/0040-4020(96)00892-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Kinetically enhanced metallation by the 2-pyridyl group of 2,2'-bipyridine or 2.4'-bipyridine (BPY) in the presence of lithium 2,2,6,6-(tetramethyl)piperidide directs lithiation to the ortho position of the adjacent ring. Representative electrophiles convert the lithiated material to a number of substituted products. The stannylated BPY products were coupled with 9-iodopyridine in the presence of Pd(PPh(3))(4) to give two novel terpyridines. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:14469 / 14474
页数:6
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