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One-pot three-component synthesis of tetrasubstituted N—H pyrroles from secondary propargylic alcohols, 1,3-dicarbonyl compounds and tert-butyl carbamate

✍ Scribed by Victorio Cadierno; José Gimeno; Noel Nebra

Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
94 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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Several tetrasubstituted NH pyrroles, functionalized with ester or ketone groups at C‐3 position, were prepared by one‐pot coupling of secondary propargylic alcohols with 1,3‐dicarbonyl compounds and tert‐butyl carbamate, via in situ deprotection of the corresponding pentasubstituted N‐Boc pyrroles. The three‐component coupling process was promoted by the combined use of the 16‐electron ruthenium(II) catalyst [Ru(η^3^‐2‐C~3~H~4~Me)(CO)(dppf)][SbF~6~] (dppf = 1,1′‐bis(diphenylphosphino)ferrocene) and trifluoroacetic acid (TFA). J. Heterocyclic Chem., (2010).

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