FUNCTIONALIZED O-BIS(CHLOROMETHYL)PYRIDINES AS PRECURSORS FOR PYRIDINE O-QUINODIMETHANE ANALOGS AND THEIR [4+2] CYCLOADDUCTS

Authors
CARLY PR COMPERNOLLE F HOORNAERT GJ
Citation
Pr. Carly et al., FUNCTIONALIZED O-BIS(CHLOROMETHYL)PYRIDINES AS PRECURSORS FOR PYRIDINE O-QUINODIMETHANE ANALOGS AND THEIR [4+2] CYCLOADDUCTS, Tetrahedron letters, 36(12), 1995, pp. 2113-2116
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
12
Year of publication
1995
Pages
2113 - 2116
Database
ISI
SICI code
0040-4039(1995)36:12<2113:FOAPFP>2.0.ZU;2-D
Abstract
From oxazinoes 4, precursors for pyridine o-quinodimethane analogues a re made accessible via cycloaddition with 1,4-dichloro-2-butyne and pr opargyl chloride. Subsequent 1,4-elimination of the polyfunctional o-b is(chloromethyl)-pyridines affords both 2,3- and 3,4-dimethylene compo unds, which are trapped in situ with various dienophiles.