Imidyl radicals. 2. Radical Addition of N-Chlorophthalimide and N-Bromophthalimide to Alkenes
✍ Scribed by André Kirsch; Prof. Dr. Ulrich Lüning
- Publisher
- John Wiley and Sons
- Year
- 1998
- Tongue
- English
- Weight
- 456 KB
- Volume
- 340
- Category
- Article
- ISSN
- 1615-4150
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📜 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
The reaction of various ethers with alkenes bearing an electron-withdrawing substituent in the presence of N-hydroxyphthalimide combined with Co(OAc) 2 under dioxygen produced the corresponding adducts in which oxygen is incorporated to alkenes in good yields. Oxcetane, furan and pyrane smoothly add