INTERRING DIRECTED ORTHO LITHIATION BY THE 2-PYRIDYL GROUP IN BIPYRIDINES

Authors
ZOLTEWICZ JA DILL CD
Citation
Ja. Zoltewicz et Cd. Dill, INTERRING DIRECTED ORTHO LITHIATION BY THE 2-PYRIDYL GROUP IN BIPYRIDINES, Tetrahedron, 52(46), 1996, pp. 14469-14474
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
46
Year of publication
1996
Pages
14469 - 14474
Database
ISI
SICI code
0040-4020(1996)52:46<14469:IDOLBT>2.0.ZU;2-K
Abstract
Kinetically enhanced metallation by the 2-pyridyl group of 2,2'-bipyri dine or 2.4'-bipyridine (BPY) in the presence of lithium 2,2,6,6-(tetr amethyl)piperidide directs lithiation to the ortho position of the adj acent ring. Representative electrophiles convert the lithiated materia l to a number of substituted products. The stannylated BPY products we re coupled with 9-iodopyridine in the presence of Pd(PPh(3))(4) to giv e two novel terpyridines. Copyright (C) 1996 Elsevier Science Ltd