Doubly Activated Cyclopropanes as Synthetic Precursors for the Preparation of 4-Nitro- and 4-Cyano-dihydropyrroles and Pyrroles

• Published in: Organic letters Vol. 7; no. 12; pp. 2313 - 2316
• Main Authors: Wurz, Ryan P, Charette, André B
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 09.06.2005; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; REAGENT; NITRO-GROUP; POTENT; ELECTRONICALLY EFFECTIVE CARBONYL; TRIFLUOROMETHANESULFONYL AZIDE; OLEFINS; PRINCIPLE; ANTIINFLAMMATORY 4,5-DIARYLPYRROLES; DERIVATIVES

1-Nitro- and 1-cyano-cyclopropyl ketones have been prepared in an expedient manner from cyclopropanation reactions of alkenes by diazo compounds or in situ-generated phenyliodonium ylides catalyzed by Rh(II) carboxylates. The doubly activated cyclopropanes were used as synthetic precursors for the r...