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

2001 fused pyrrole derivatives fused pyrrole derivatives R 0160 06 - 114 Intramolecular Carbenoid Insertions: The Reactions of α- Diazoketones Derived from Pyrrolyl and Indolyl Carboxylic Acids with Rhodium(II) Acetate. — Rhodium-catalyzed decomposition of diazoketones tethered to pyrrole or indole rings proceeds with intramolecular insertion of the carbenoid into C–H or N–H bonds to give cycloalkanone-fused pyrrole derivatives in which the carbonyl group is placed β to the heteroaromatic system. Some evidence for the formation of a cyclopropane intermediate is found. — (SALIM, MOHAMED; CAPRETTA, ALFREDO; Tetrahedron 56 (2000) 41, 8063-8069; Dep. Chem., Brock Univ., St. Catharines, Ont. L2S 3A1, Can.; EN) 1

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Page 1: ChemInform Abstract: Intramolecular Carbenoid Insertions: The Reactions of α-Diazoketones Derived from Pyrrolyl and Indolyl Carboxylic Acids with Rhodium(II) Acetate

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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