A one-pot preparation of 1,3-disubstituted azetidines.
A straightforward synthesis of 1,3-disubstituted azetidines has been accomplished via the alkylation of a primary amine with the bis-triflate of a 2-substituted-1,3-propanediol species. This transformation is carried out in one reaction vessel, and elimination of the alkylating reagent is generally not a major byproduct. The scope of this methodology has been investigated using a variety 2-substituted-1,3-propanediols and amine nucleophiles.
Hillier
Michael C
MC
Department of Process Research, Merck & Co., Rahway, New Jersey 07065, USA. michael_hillier@merck.com
Chen
Cheng-yi
CY
D000478:Alkylation; D000588:Amines / Q000737:chemistry; D001384:Azetidines / Q000138:chemical synthesis*; D008722:Methods; D011409:Propylene Glycols / Q000737:chemistry
D000588:Amines; D001384:Azetidines; D011409:Propylene Glycols