120823-76-9Relevant articles and documents
Reactions of trialkyl(2-furyl)germanes with electrophilic reagents
Lukevics, E.,Ignatovich, L.,Goldberg, Yu.,Polyak, F.,Gaukhman, A.,et al.
, p. 11 - 24 (2007/10/02)
The metallation (n-BuLi), alkylation (t-BuOH/H+), nitration (NO2+ BF4-), bromination (NBS, dioxane dibromide (DDB)), acylation and chlorination (chloramine T) reactions of (2-furyl)germanes were studied.Except for alkylation and bromination with DDB, the reactions involved electrophilic substitution of hydrogen atoms in position 5 or 3 of the furan ring.The alkylation reaction and bromination with DDB occur via ipso-substitution of the trialkylgermyl group.Dichlorocarbene generated by phase-transfer catalysis adds to the 2-germyl-substituted furan at the C4=C5 bond in the ring.Some of the above reactions were conducted with trimethyl(2-furyl)silane and 2-(t-butyl)furan, the silicon and carbon analogues of furylgermanes.The reactivities of the title compounds were compared.