244279-18-3Relevant academic research and scientific papers
Regiochemistry in aryl radical cyclization onto methylenecycloalkanes
Ishibashi,Kobayashi,Nakashima,Tamura
, p. 9022 - 9027 (2007/10/03)
Bu3SnH-mediated aryl radical cyclization onto methylenecycloalkanes having a phenylthio, an ester, or a nitrile group at the terminus of the alkenic bond provides exclusively exo cyclization products. The results are in sharp contrast to those reported for nonsubstituted methylenecycloalkanes, which give exclusively endo cyclization products. Formation of endo cyclization products has been suggested to be a result of a consecutive 5-exo cyclization of an aryl radical and neophyl rearrangement. The exo-selective aryl radical cyclization offers a new method for synthesizing fused aromatic compounds containing a benzylic quaternary carbon atom.
Sulfur-controlled exo selective aryl radical cyclization onto exo- methylenecycloalkanes
Ishibashi, Hiroyuki,Kobayashi, Tetsuya,Takamasu, Daisuke
, p. 1286 - 1288 (2007/10/03)
The Bu3SnH-mediated aryl radical cyclization of vinyl sulfides 9 proceeds in an exo selective manner to give fused aromatic compounds 10 which contain a benzylic quaternary carbon center.
