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Issue 5, 2019
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Dehydroxylated amination accompanied by 1,2-sulfur immigration

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Abstract

A sulfur neighbouring-group participation N-alkylation method is presented, which enables the simultaneous C–O cleavage, C–S immigration and C–N formation performed in a metal free system. The method has considerable generality and proceeds with excellent selectivity. Particularly noteworthy is the finding that the synergetic mechanism attributes to enhance both chemoselectivity and regioselectivity for this C–N coupling, which is distinguished from traditional nucleophilic mechanism.

Graphical abstract: Dehydroxylated amination accompanied by 1,2-sulfur immigration

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Publication details

The article was received on 08 Nov 2018, accepted on 09 Jan 2019 and first published on 10 Jan 2019


Article type: Research Article
DOI: 10.1039/C8QO01211C
Org. Chem. Front., 2019,6, 643-647

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    Dehydroxylated amination accompanied by 1,2-sulfur immigration

    Y. Cui, T. Lu, Z. Shi and J. Feng, Org. Chem. Front., 2019, 6, 643
    DOI: 10.1039/C8QO01211C

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