Radical cyclization of o-ethenyltrichloroacetanilides in boiling 1,4-dimethylpiperazine was examined with a comparison of the mode of radical cyclizations under a Bu 3 SnH-mediated condition. It was found that an attack of a hydrogen atom on the cyclized radical intermediates occurred more rapidly in 1,4-dimethylpiperazine than under the Bu 3 SnH-mediated condition. This phenomenon was also observed in similar reactions of N-ethenyltrichloroacetamide.
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