Competing radical translocation reactions of tertiary N-(2-bromobenzyl)- and N-(8-bromonaphthyl)-acetamides

Add time:09/07/2019    Source:sciencedirect.com

The radical translocation reactions in N,N-disubstituted acetamides 10a, 14a–d and trifluoroacetamides 10b, 14e–f have been studied by deuteration experiments with n-Bu3SnD. The intramolecular hydrogen atom transfer from the N-alkyl side chain to the aryl radical takes place through competing 6-, 7-, 8-membered ring transition states.

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