58856-07-8Relevant academic research and scientific papers
10. Nucleophile Aminoalkylierung mit Thiopivalamiden
Lubosch, Winfried,Seebach, Dieter
, p. 102 - 116 (2007/10/02)
Of the twelwe thioamides 7a-e and 8a-g, only N,N-dimethylthiopivalamide (7a) could be metallated at the CH-group in α-position to the N-atom.The reagent 9 thus obtained (Table 1) reacts in high yields with primary haloalkanes, with aldehydes, and with non-enolizable ketones (Table 2).As shown in Scheme 1, the products can be hydrolyzed to pivalamides, cleaved to secondary amines, or reduced to neopentylamines (see 18/19, 15/equation (4) and (5), and 16/20, respectively).
