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Metal-free one-pot synthesis of 2-substituted and 2,3-disubstituted morpholines from aziridines.

ABSTRACT: The metal-free synthesis of 2-substituted and 2,3-disubstituted morpholines through a one-pot strategy is described. A simple and inexpensive ammonium persulfate salt enables the reaction of aziridines with halogenated alcohols to proceed via an SN2-type ring opening followed by cyclization of the resulting haloalkoxy amine.

SUBMITTER: Sun H 

PROVIDER: S-EPMC4419545 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature

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Metal-free one-pot synthesis of 2-substituted and 2,3-disubstituted morpholines from aziridines.

Sun Hongnan H   Huang Binbin B   Lin Run R   Yang Chao C   Xia Wujiong W  

Beilstein journal of organic chemistry 20150422

The metal-free synthesis of 2-substituted and 2,3-disubstituted morpholines through a one-pot strategy is described. A simple and inexpensive ammonium persulfate salt enables the reaction of aziridines with halogenated alcohols to proceed via an SN2-type ring opening followed by cyclization of the resulting haloalkoxy amine. ...[more]

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