A alkylating reagent widely used in the N-alkylation of amides.1 Applied in alkylation of the trianion of bis(methylsulfonyl)imide to prepare bis(β-trimethylsilylethanesulfonyl)imide,2 alkylation of sultones followed by treatment of the resultant silyl compound with tetrabutylammonium fluoride to give sulfur-free methylenecyclohexenes,3 alkylation of 2,1-benzothiazines followed by treatment with fluoride and hydrolysis leads to o-allyl anilines,4 and alkylation of the monolithium derivative of 2-(chloromethyl)-3-tosylpropene to afford β-silyl sulfone.5 Starting material for the preparation of 2-(trimethylsilyl)ethyl- triphenylphosphonium iodide used for the synthesis of allyl silanes,6,7 synthesis of functionalized benzylsilanes from arylzinc compounds by means of a novel Rh catalysis,8 synthesis of N-prenylpyrroloindoline and N-prenylindole alkaloids based on a new four-reaction anionic Domino process,9 and preparation of tris(trimethylsilylmethyl)bis- (tetrahydrofuran-O)ytterbium(III).10
Reference
1. J. Org. Chem. 1983, 48, 4773.
2. J. Org. Chem. 2003, 68, 4112.
3. Eur. J. Org. Chem. 2001, 3669.
4. Tetrahedron Lett. 1995, 36, 4769.
5. Tetrahedron 1994, 50, 5829.
6. J. Org. Chem. 1985, 50, 2170.
7. Synthesis 1979, 446.
8. J. Org. Chem. 2006, 71, 671.
9. Org. Lett. 2006, 8, 4303.
10. Acta Crystallogr. E 2001, E57, m553.