Search

Herein, we report the successful application of a novel approach to 2-substituted pyrrolidines based on intramolecular cyclization/intermolecular Mannich-type cascade reaction of N-(4,4-diethoxybutyl)sulfonamides to the synthesis of pyrrolidines possessing heterocyclic and polyaromatic moieties. The proposed approach benefits from mild reaction conditions, moderate to high yields of target compounds and provides a convenient route to the previously unknown 1-sulfonyl-2-arylpyrrolidines. [ABSTRACT FROM AUTHOR]

In this article, we report the approach to the substituted ureas based on the reaction of 1-(3,3-diethoxypropyl)ureas with phenols. Depending on the nature of the phenol and urea the reaction leads either to diarylpropane and dibenzoxanthene derivatives or calixarenes. The proposed method benefits from mild reaction conditions, high product yields and operational simplicity. [ABSTRACT FROM AUTHOR]

Herein we report our studies on the acid-catalyzed cyclisation of N-(4,4-diethoxybutyl)sulfonamides at the presence of polyatomic phenols as an efficient one-pot approach to the synthesis of 1-sulfonyl-2-arylpyrrolidines from the acyclic precursors. [ABSTRACT FROM PUBLISHER]

1-(4,4-Diethoxybutyl)-3-alkylureas undergo intramolecular cyclization in the presence of trifluoroacetic acid and various phenols, leading to the new N-alkyl-2-arylpyrrolidine-1-carboxamides with moderate to excellent yields. It was found that these compounds undergo spontaneous solid-phase epimerization at room temperature. Advantages of the proposed approach are mild reaction conditions and no need for expensive reagents or catalysts. [ABSTRACT FROM AUTHOR]

New water soluble 1-vinylsulfonyl-2-arylpyrrolidine derivatives were obtained through aza-Michael reaction of 4-chloro-6-[1-(vinylsulfonyl)pyrrolidin-2-yl]benzene-1,3-diol with secondary aminophosphonates in water-ethanol medium in the presence of triethylamine. [ABSTRACT FROM AUTHOR]