cheminform abstract: intramolecular carbenoid insertions: the reactions of α-diazoketones derived...

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2001 fused pyrrole derivatives

fused pyrrole derivativesR 0160

06 - 114Intramolecular Carbenoid Insertions: The Reactions of α-Diazoketones Derived from Pyrrolyl and Indolyl Carboxylic Acidswith Rhodium(II) Acetate. — Rhodium-catalyzed decomposition ofdiazoketones tethered to pyrrole or indole rings proceeds with intramolecularinsertion of the carbenoid into C–H or N–H bonds to give cycloalkanone-fusedpyrrole derivatives in which the carbonyl group is placed β to the heteroaromaticsystem. Some evidence for the formation of a cyclopropane intermediate isfound. — (SALIM, MOHAMED; CAPRETTA, ALFREDO; Tetrahedron 56(2000) 41, 8063-8069; Dep. Chem., Brock Univ., St. Catharines, Ont. L2S 3A1,Can.; EN)

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