ChemInform Abstract: Imidyl Radicals. Part 2. Radical Addition of N-Chlorophthalimide and N-Bromophthalimide to Alkenes.
β Scribed by A. KIRSCH; U. LUENING
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 30 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0931-7597
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π SIMILAR VOLUMES
N-Haloimides (1 -5) are used in two types of radical chain reactions: (i) the selective Ziegler bromination of allylic and benzylic positions [1], which are bromine atom chain reactions [2] and (ii) imidyl radical [3, 4] chain reactions like substitutions and especially additions to double bonds [5,
Addition of N-bromophthalimide (1) to alkynes 3 via can be explained by the Curtin-Hammett principle. When this free-radical addition is applied to the medium-sized phthalimidyl radicals 2 introduces a bromine atom and an imidyl moiety to vicinal C atoms, and highly functionalized cycloalkyne 8, the