Substituent effects on the reaction of trityl chlorides with Grignard reagents
โ Scribed by Ryan E. Oyler; Benjamin E. Ketz; Timothy E. Glass
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 77 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
The result of the substitution of trityl chlorides with Grignard reagents was found to be highly dependent on the solvent and the nature of the substituents on the trityl group. In THF, electron donating substituents were found to give high yields of Grignard addition while electron withdrawing substituents were found to give mostly reduction to the corresponding triphenyl methane via hydride abstraction from the solvent.
๐ SIMILAR VOLUMES
The iron(:II)-catalyzed cross-coupling reaction between Grignard reagents and acyl \_\_\_chlorides was found to be widely applicable to the synthesis of various functionalized ketones in good yields under mild conditions; the series of examples includes the synthesis of chiral methyl ketones and sym
Sumnary: By introducing a silyl group on their 5-position, furfuryl chlorides and the Grignard reagents have been stabilized remarkably and the Grignard reagents have exhibited unusual ambident behavior toward several electrophiles. Different from other organic halides, furfuryl chlorides are usuall