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Alkylative Aziridine Ring-Opening Reactions.

ABSTRACT: In this study, the highly strained three-membered aziridine ring was successfully activated as the aziridinium ion by alkylation of the ring nitrogen with a methyl, ethyl or allyl group, which was followed by ring opening with external nucleophiles such as acetate and azide. Such alkylative aziridine ring opening provides an easy route for the synthesis of various N-alkylated amine-containing molecules with concomitant introduction of an external nucleophile at either its α- or β-position.

SUBMITTER: Choi J

PROVIDER: S-EPMC8003214 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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Alkylative Aziridine Ring-Opening Reactions.

Choi Jieun J Yu Taehwan T Ha Hyun-Joon HJ

Molecules (Basel, Switzerland) 20210318 6

In this study, the highly strained three-membered aziridine ring was successfully activated as the aziridinium ion by alkylation of the ring nitrogen with a methyl, ethyl or allyl group, which was followed by ring opening with external nucleophiles such as acetate and azide. Such alkylative aziridine ring opening provides an easy route for the synthesis of various <i>N</i>-alkylated amine-containing molecules with concomitant introduction of an external nucleophile at either its α- or β-position ...[more]

PMID: 33803771

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