Organic Chemistry Portal



Selective Access to Secondary Amines by a Highly Controlled Reductive Mono-N-Alkylation of Primary Amines

Hephzibah J. Kumpaty, Sukanta Bhattacharyya*, Erik W. Rehr, Amelia M. Gonzalez

*Argonaut Technologies, 1101 Chess Drive, Foster City, CA 94404, USA, Email:

H. J. Kumpaty, S. Bhattacharyya, E. W. Rehr, A. M. Gonzalez, Synthesis, 2003, 2206-2210.

DOI: 10.1055/s-2003-41066


A selective and direct access to secondary amines by reductive mono-N-alkylation of primary amines with carbonyl compounds in the presence of Ti(i-PrO)4 and NaBH4 gave exclusively secondary amines.

see article for more examples

Chemoselective reductive alkylation of ammonia with carbonyl compounds: synthesis of primary and symmetrical secondary amines

B. Miriyala, S. Bhattacharyya, J. S. Williamson, Tetrahedron, 2004, 60, 1463-1471.

Key Words

mono-N-alkylation, reductive amination, secondary amines, titanium(IV) isopropoxide, sodium borohydride

ID: J66-Y2003-2010