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Jiang F, Achard M, Bruneau C. Vicinal α,β-functionalizations of amines: cyclization versus dehydrogenative hydrolysis. Chemistry. 2015;21(41):14319-23doi: 10.1002/chem.201502431.
Jiang, F., Achard, M., & Bruneau, C. (2015). Vicinal α,β-functionalizations of amines: cyclization versus dehydrogenative hydrolysis. Chemistry (Weinheim an der Bergstrasse, Germany), 21(41), 14319-23. https://doi.org/10.1002/chem.201502431
Jiang, Fan, et al. "Vicinal α,β-functionalizations of amines: cyclization versus dehydrogenative hydrolysis." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 21,41 (2015): 14319-23. doi: https://doi.org/10.1002/chem.201502431
Jiang F, Achard M, Bruneau C. Vicinal α,β-functionalizations of amines: cyclization versus dehydrogenative hydrolysis. Chemistry. 2015 Oct 05;21(41):14319-23. doi: 10.1002/chem.201502431. Epub 2015 Aug 18. PMID: 26385286.
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Chemistry. 2015 Oct 05;21(41):14319-23. doi: 10.1002/chem.201502431. Epub 2015 Aug 18.

Vicinal α,β-functionalizations of amines: cyclization versus dehydrogenative hydrolysis.

Chemistry (Weinheim an der Bergstrasse, Germany)

Fan Jiang, Mathieu Achard, Christian Bruneau

Affiliations

  1. UMR6226 CNRS, Institut des Sciences Chimiques de Rennes, Université de Rennes1, OMC: Organometallics: Materials and Catalysis, Campus de Beaulieu, 35042 Rennes Cedex (France).
  2. UMR6226 CNRS, Institut des Sciences Chimiques de Rennes, Université de Rennes1, OMC: Organometallics: Materials and Catalysis, Campus de Beaulieu, 35042 Rennes Cedex (France). [email protected].

PMID: 26385286 DOI: 10.1002/chem.201502431

Abstract

Direct vicinal α,β-difunctionalization of tertiary cyclic amines is achieved in the presence of ruthenium or iridium transition-metal complexes featuring phosphine-sulfonate chelates. By varying the reaction conditions, α-alkylated lactams were obtained by a formal dehydrogenative hydrolysis in which one molecule of hydrogen is generated from water.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: alkylation; chelate; cyclization; dehydrogenative hydrolysis; hydrogen

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