Preparation of tertiary alkyl carbinamines, propargylamines, and α-heteroarylamines by ketone-based aminoalkylation

Ketones 6a-i were converted into their benzotriazolylamine adducts 8a-i either directly from the corresponding ketone 6a or via enamines 7b-i. Adducts 8a-i on treatment with Grignard reagents, lithium phenylacetylide, or heteroaryllithiums gave tertiary alkyl carbinamines 9a-h (47-61%), propargylamines 10a-i (30-98%), and alpha-heteroarylamines 11a-k (44-85%), respectively.