Tetrahedron Letters p. 8483 - 8486 (1998)
Update date:2022-09-26
Topics: Fluorination 1,2-Migration DAST
Chern, Ji-Wang
Chang, Jun-Yi
Usifoh, Cyril O.
Gutsait, Alexander
Treatment of 1-phthaloylamino-3-[4-(2-methoxyphenyl)piperazin-1-yl]- propanol (7) with DAST induced 1,2-migration via a proposed spiro-aziridinium intermediate to give N-[2-fluoro-3-[4-(2-methoxyphenyl)piperazin-1- yl]propyl]-phthalimide (11a) in 13% yield and N-12-fluoromethyl-2-[4-(2- methoxyphenyl)-piperazin-1-yl]ethyl]phthalimide (11b) in 73% yield.
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