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Paper | Regular issue | Vol 65, No. 8, 2005, pp.1857-1869
Published online, 17th May, 2005
DOI: 10.3987/COM-05-10426
Reaction of Polychloroacetamides with Amines: Reductive Dechlorination and Aziridine Formation

Takeaki Naito,* Ayako Saito, Masafumi Ueda, and Okiko Miyata

*Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan


Treatment of trichloroacetamides with amines undergoes reductive dechlorination via single-electron transfer process to afford dichloroacetamides in good yields. Reaction of trichloro- and dichloroacetamides with DBU provides a new synthetic method of aziridinopyrrolidines.