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  • Title: Electrophilic ipso-iodocyclization of N-(4-methylphenyl)propiolamides: selective synthesis of 8-methyleneazaspiro[4,5]trienes.
    Author: Yu QF, Zhang YH, Yin Q, Tang BX, Tang RY, Zhong P, Li JH.
    Journal: J Org Chem; 2008 May 02; 73(9):3658-61. PubMed ID: 18376861.
    Abstract:
    A novel and selective method for the synthesis of 8-methylenespiro[4,5]trienes via intramolecular electrophilic ipso-iodocyclization of N-(4-methylphenyl)propiolamides has been developed. In the presence of ICl or I 2, 8-methylene-1-azaspiro[4,5]trienes were selectively prepared from the electrophilic ipso-iodocyclization of N-(4-methylphenyl)propiolamides in moderate to good yields.
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