100782-24-9Relevant articles and documents
Chemistry of amidyl radicals: intramolecular reactivities of alkenyl amidyl radicals
Chow, Y. L.,Perry, R. A.
, p. 2203 - 2210 (2007/10/02)
Amidyl radicals possessing Δ4.5, Δ5.6, and Δ6.7 double bonds were generated from the photodecomposition of nitrosamides and chloramides and the products were indentified.Dichotomies of amidyl radical reactivities were discovered and compared with published kinetic rate constants.In complete reversal to intermolecular reactivities, intramoleculary the alkenyl amidyl radicals prefentially add to the double bonds rather than abstract a C-5 hydrogen even if it is allylic.In intramolecular competition, amidyl radicals add to an acyl side chain double bond more efficiently than to an alkyl one; this is just the opposite to intramolecular H-abstraction of amidyl radicals selectively undergo the propia-addition to generate an exo-cyclic radical rather than the longa-addition to an endo-cyclic radical: this rule should replace the old one that amidyl radicals prefentially cyclize to form five-membered rings if choices are available.