Reaction of polyfluorinated imines with trifluoromethyltrimethylsilane. Direct synthesis of N-(perfluoro-t-butyl)amines
β Scribed by Viacheslav A. Petrov
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 143 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The reaction of N-arylimines of hexaΒ―uoroacetone and CF 3 Si(CH 3 ) 3 (1) in the presence of CsF results in a 48Β±84% yield formation of ArN(H)C(CF 3 ) 3 . The reaction requires an equimolar amount of CsF and rapidly proceeds in solvents such as THF or monoglyme. Interaction of CF 3 NC(CF 3 ) 2 with excess of 1 leads to the formation of novel amine [(CF 3 ) 3 C] 2 NH. Stable salt of this amine is isolated in a reaction of isomeric CF 3 CF 2 NCFCF 3 with an excess of 1 in the presence of CsF. # 2000
π SIMILAR VOLUMES
rue P. et M. Curie -7523 1 Paris cedex 05 (Prance) ,4bstra& Lithium t-butyl-N-tosyloxycarbamate (LiBTOC) has been found to be an electrophilic aminating reagent. This species reacts with organometallic reagents, ester etwlates and a-cuprophosphonates to provide primary amines as well as a-amitwcarb
The utility of lithium t-butyl-N-tosyloxycarbamate (LiBTOC) as a ( + )NHBOC synthon in highly diastereoselective reactions with chiral cis-aminoindanol derived amide cuprates is described. The diastereoselectivities of these reactions ranged from 96% to greater than 99%. The subsequent transformatio