Synthesis 2017; 49(11): 2488-2494
DOI: 10.1055/s-0036-1558963
paper
© Georg Thieme Verlag Stuttgart · New York

Three-Component One-Pot Reactions of 2-Trifluoromethyl-N-nosylaziridine, Primary Amines, and Vinylsulfonium Salts for Convenient Access to CF3-Containing Piperazines

Kensuke Hirotaki
Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjyo-machi 1, Saga 840-8502, Japan   Email: hanamoto@cc.saga-u.ac.jp
,
Akiko Irie
Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjyo-machi 1, Saga 840-8502, Japan   Email: hanamoto@cc.saga-u.ac.jp
,
Yuki Nakamura
Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjyo-machi 1, Saga 840-8502, Japan   Email: hanamoto@cc.saga-u.ac.jp
,
Takeshi Hanamoto*
Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjyo-machi 1, Saga 840-8502, Japan   Email: hanamoto@cc.saga-u.ac.jp
› Author Affiliations
Further Information

Publication History

Received: 06 February 2017

Accepted after revision: 13 February 2017

Publication Date:
02 March 2017 (online)


Abstract

Trifluoromethylated piperazines were readily synthesized with excellent regioselectivity in high yields by the sequential reaction of 2-trifluoromethylated N-nosylaziridine (2-CF3-N-Ns-aziridine) with various primary amines, followed by treatment with vinylsulfonium salts, in one pot.

Supporting Information