2,2'-DILITHIO-1,1'-BICYCLOOCTENYL - SYNTHESIS AND REACTIONS WITH ELECTROPHILES

Authors
MAERCKER A GIRRESER U
Citation
A. Maercker et U. Girreser, 2,2'-DILITHIO-1,1'-BICYCLOOCTENYL - SYNTHESIS AND REACTIONS WITH ELECTROPHILES, Tetrahedron letters, 35(49), 1994, pp. 9197-9198
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
49
Year of publication
1994
Pages
9197 - 9198
Database
ISI
SICI code
0040-4039(1994)35:49<9197:2-SARW>2.0.ZU;2-Q
Abstract
Reaction of cyclooctyne (1) with commercially available lithium sand a ffords the 1,4-dilithio-1,3-butadiene derivative 5 in 57% yield. Upon treatment with sulphur dichloride the thiophene derivative 6 is formed . When using methyl iodide as electrophile an interesting lithium iodi ne exchange takes place to the vinyl iodide 7, which allows further fu nctionalization of the 1,1'-bicyclooctenyl framework.