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Masked a-Arylalkenyllithium Reagents for Efficient Syntheses of Functionalized Monosubstituted and 1,1-Disubstituted Ethylenes.

Domenii publicaţii > Chimie + Tipuri publicaţii > Articol în revistã ştiinţificã

Autori: Katritzky, Alan R.; Toader, Dorin

Editorial: J. Am. Chem. Soc., 119(39), p.9321-9322, 1997.

Rezumat:

he vicinal elimination of silicon from 2-benzotriazolylethylsilanes provides a versatile method for the introduction of 1-arylethenyl moieties into org. mols. The 2-benzotriazolyl-2-arylethyl moieties act as masked 1-arylethenyl units that can be transformed into the corresponding alkene when needed. The vicinal elimination of silicon can be accomplished by several protocols including pyrolysis, [1,4]-Brook rearrangement, and fluoride ion induced b-elimination. Examples are documented illustrating potentially general methods for the prepn. of styrenes, 1,2-disubstituted allyl alcs., a-substituted acrylamides, 1,3-disubstituted homoallyl alcs., and g,d-unsatd. ketones.

Cuvinte cheie: general chemistry