Triethylborane-induced radical reactions with gallium- and indium hydrides
β Scribed by Kazuaki Takami; Satoshi Mikami; Hideki Yorimitsu; Hiroshi Shinokubo; Koichiro Oshima
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 226 KB
- Volume
- 59
- Category
- Article
- ISSN
- 0040-4020
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β¦ Synopsis
A gallium hydride reagent, HGaCl 2 , was found to act as a radical mediator. Treatment of alkyl halides with the gallium hydride reagent, generated from gallium trichloride and sodium bis(2-methoxyethoxy)aluminum hydride, provided the corresponding reduced products in excellent yields. Radical cyclization of halo acetals was also successful with not only the stoichiometric gallium reagent but also a catalytic amount of gallium trichloride combined with stoichiometric aluminum hydride as a hydride source. An indium hydride reagent, HInCl 2 , prepared from indium trichloride and diisobutylaluminum hydride also worked as a radical mediator. HInCl 2 could reduce aryl iodides and bromides in the presence of Et 3 B as a radical initiator.
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