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- Title
[(1,3-Dioxolan-2-yliden)methyl]phosphonate und -phosphinate als (einfache) Synthone in der Heterocyclensynthese.
- Authors
Neidlein, Richard; Eichinger, Thomas
- Abstract
[(1,3-Dioxolan-2-ylidene)methyl]phosphonates and -phosphinates as [ simple] Synthons in Heterocyclic Synthesis The readily available [(1,3-dioxolane-2-ylidene)methyl]phosphonates and -phosphinates 2a-f ( Scheme 1) can be transformed with amines to aliphatic ketene N,O-and N,N-acetales (see Scheme 2, 2a → 3-7). Alkanediamines yield with 2a-f the imidazolidines 8a-f and the hexahydropyrimidines 9a-d ( Scheme 3). the oxazolidine derivatives 10a-e and the thiazolidine 11 are accessible under special reaction conditions starting from 2a, b ( Scheme 4). Hydrazines react with the CN-group-containing ketene O,O-acetals 2a-c to the pyrazoles 12a-g, whereof 12a, d, e can be cyclized to pyrazolo[1,5- a]pyrimidines 13a-d ( Scheme 5). Amidines as starting materials transform 2a-c in an analogous way to the pyrimidine derivatives 14a-c ( Scheme 6).
- Publication
Helvetica Chimica Acta, 1992, Vol 75, Issue 1, p124
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19920750109