Benzindolizidine and indolizidine systems were generated in moderate yields by a consecutive radical addition/cyclization/oxidation process from substituted 1-(2-iodoethyl)indoles and 1-(2-iodoethyl)pyrroles, respectively, with methyl acrylate under Fenton-type conditions.
A Tandem Carbonylation/Cyclization Radical Process of 1-(2-Iodoethyl)indoles and Pyrrole.-Radical reduction of the iodoethylindoles (I) under CO atmosphere results in tandem carbonylation/cyclization to the ketones (III). In order to extend the reaction to the pyrrole system, (VI) is prepared and subjected to the reductive conditions. -(MIRANDA, LUIS D.; CRUZ-ALMANZA, RAYMUNDO; PAVON, MIRIAM; ALVA, EDITH; MUCHOWSKI, JOSEPH M.; Tetrahedron Lett. 40 (1999) 40, 7153-7157; Inst. Quim., Univ. Nac. Auton. Mex., Coyoacan, 04510 Mexico, Mex.; EN)
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