N-Functionalization Reactions.
Nitrogen functionalization reactions. Reagents and Conditions: (a) alkyl bromide, CH3CN, K2CO3; (b) ethyl acrylate, EtOH; (c) aldehyde, Na(OAc)3BH, CH3COOH, CH2Cl2; (d) TMSI, CH2Cl2, 0 °C → rt, then HCl; (e) acyl or sulfonyl chloride, CH2Cl2, Et3N. A. Alkylation and reductive amination of piperazine 15. B. Reductive amination of 2° amines 17 or 18. C. Acylation and sulfonylation of 2° amine 33. D. Reductive amination of biaryls 21 or 22.