17881-80-0Relevant articles and documents
ALKYLATION OF HETEROARYL ALKYL METALS BY BISTRIALKYLSILYLPEROXIDES
Epifani, Erbana,Florio, Saverio,Troisi, Luigino
, p. 4031 - 4038 (2007/10/02)
Heteroaryl alkyl metals 3 undergo methylation and ethylation upon treatment with bistrimethylsilylperoxide 1a and bistriethylsilylperoxide 1b.Benzothiazolylderivatives 3c-d and 3h-j react with 1a giving trimethylsilyloxylation other than methylation products.The reaction of 3a-b with 1a leads also to the trimethylsilylation product 5.The reaction of 3g, 3c and 3k with 1b provides the ethylated derivatives 2h, 2d and 2n respectively.No reaction occurred when 3c was treated with 1c.
Main Group Conjugated Organic Anion Chemistry. 3. Application of Magnesium-Anthracene Compounds in the Synthesis of Grignard Reagents
Harvey, Stephen,Junk, Peter C.,Raston, Colin L.,Salem, Geoffrey
, p. 3134 - 3140 (2007/10/02)
Reaction of magnesium-arene compounds, , 1, and some silylanthracene, and/or tertiary amine analogues, with benzylic and allylic chlorides or bromides, and (Me3Si)3CCl, afford Grignard reagents, RMgX, in modest to high yield for chlorides and negligible to high yield for the bromides, in THF, toluene, and hexane at -10 to 20 deg C.Novel benzylic-type Grignard reagents prepared in high yield include those of 9-(chloromethyl)anthracene, 2-(chloromethyl)pyridine and 8-(chloro(or bromo)methyl)quinoline, and poly-Grignard reagents derived from 1,8-bis(chloromethyl)naphthalene, 2,2'-bis(chloromethyl)-1,1'-binaphthyl, and 1,3,5,-tris(chloro(or bromo)methyl)benzene.Grignard reagent formation occurs via electron-transfer reactions.Aryl and alkyl halides yield mainly products derived from addition of the halide across the 9,10-positions of the anthracenes, via nucleophilic substitution or collapse of a diradical cage 2+, (anthracene)-anion radical, RX-anion radical.>
