The new and simple 'LEGO' system: Its application to the synthesis of 4-stannyl-, 4-bromo- and branched oligopyridines

Authors
Pabst, GR Sauer, J
Citation
Gr. Pabst et J. Sauer, The new and simple 'LEGO' system: Its application to the synthesis of 4-stannyl-, 4-bromo- and branched oligopyridines, TETRAHEDRON, 55(16), 1999, pp. 5067-5088
Citations number
28
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
16
Year of publication
1999
Pages
5067 - 5088
Database
ISI
SICI code
0040-4020(19990416)55:16<5067:TNAS'S>2.0.ZU;2-Z
Abstract
3,5-Di-(pyridin-2-yl)-[1,2,4]-triazines 3 are converted to 4-tributylstanny l-2,6-oligopyridines 5 regioselectively via [4+2] cycloadditions with ethyn yltributyltin. Bromination of the tin compounds 5 leads to 4-bromo-2,6-olig opyridines 7. Cross-coupling reactions of compounds 5 and 7 under Stille co nditions yield branched oligopyridines 8 containing 8 to 14 pyridine units. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.