Intramolecular cyclization reactions of unsaturated amino Fischer chromium carbenes forming indoles and quinolines |
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| Authors: | Bjö rn C.G Sö derberg,James A ShriverSeth H Cooper,Timothy L ShroutE Scott Helton,Lucinda R AustinHerman H Odens,Brian R HearnPaula C Jones,Tiara N KouadioTan H Ngi,Rachel BaswellH John Caprara,Mark D MerittThan T Mai |
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| Affiliation: | a Department of Chemistry, West Virginia University, PO Box 6045, Morgantown, WV 26506-6045, USA
b Department of Chemistry, University of South Alabama, Mobile, AL 36688, USA |
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| Abstract: | A thermally induced intramolecular annulation reaction of N-(2-alkenylphenyl)amino substituted Fischer chromium carbenes has been extensively examined. The carbene complexes were prepared in moderate to good yields by reaction of 2-aminostyrenes with intermediately formed acyloxy substituted carbenes. Upon heating, the thermally labile carbenes decomposed producing indoles and quinolines as the major products. The product distribution was found to be highly dependent on the substitution pattern and electronic properties of the starting material, and on the solvent used. |
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| Keywords: | Fischer carbenes indoles quinolines |
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