A detailed study of the mechanism of reaction of LiAlH4 with alkyl halides has been carried out with special emphasis on thé use of radical probes. The data presented strongly support the validity of using radical probes in this reaction as an indication of an electron-transfer process. These studies also suggest a radical chain process (hydrogen atom transfer) in addition to the halogen atom transfer process on which we reported earlier. Studies to determine the influence of impurities as well as a potential metal-halogen exchange process are also reported.
New and Straightforward Access to Olefins, Butenolides and β-Nitro γ-Butyrolactones from Precursors Obtained via SRN1 Reactions. -The coupling of gem-chloro-nitro derivatives such as (I) as substrates for SRN1 reactions with anions derived from variously substituted . beta.-dicarbonyl compounds readily gives key compounds which, depending upon the structure of the reactants, lead directly to functionalized olefins (e.g. (III)), or under acidic treatment to butenolides such as (IV) and to simple or spiro-β-nitro-γbutyrolactones.-(BEUGELMANS, R.; AMROLLAH-MADJDABADI, A.; FRINAULT, T.; MORRIS, A. D.; GHARBAOUI, T.; BENHIDA, R.; LECHEVALLIER, A.; Bull. Soc. Chim. Fr. 131 (1994) 9, 1019-1030; Inst. Chim. Subst. Nat., CNRS, F-91198 Gif-sur-Yvette, Fr.; EN)
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