Acetylation and formylation of 3-ferrocenylpyrroles

Citation
B. Gotov et al., Acetylation and formylation of 3-ferrocenylpyrroles, COLL CZECH, 64(1), 1999, pp. 99-106
Citations number
7
Categorie Soggetti
Chemistry
Journal title
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS
ISSN journal
00100765 → ACNP
Volume
64
Issue
1
Year of publication
1999
Pages
99 - 106
Database
ISI
SICI code
0010-0765(199901)64:1<99:AAFO3>2.0.ZU;2-A
Abstract
Acetylations of 3-ferrocenyl-1-methylpyrrole as well as 3-cyano-4-ferroceny lpyrrole and 3-cyano-4-ferrocenyl-1-methylpyrrole were performed. The cours e of the acylation is highly dependent on the acylation agent, that is acet yl chloride/aluminum chloride (method A), trifluoroacetic anhydride-acetic acid mixture (method B) or acetic anhydride/Sc(OTf)(3) (method C). Method A gives the acetylation on ferrocene moiety, method B affords the trifluoroa cetylation on pyrrole moiety and method C affords pyrrole moiety acetylatio n. Vielsmeier-Haack formylation gives the products of substitution on pyrro le moiety.