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Issue 47, 2016
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Synthesis of α-methylene-δ-oxo-γ-amino esters via Rh(II)-catalyzed coupling of 1-sulfonyl-1,2,3-triazoles with Morita–Baylis–Hillman adducts

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Abstract

A rhodium(II)-catalyzed coupling of 1-sulfonyl-1,2,3-triazoles, prepared from 1-alkynes and sulfonyl azides, with Morita–Baylis–Hillman (MBH) adducts afforded highly functionalized α-methylene-δ-oxo-γ-amino esters in excellent yields with broad functional group tolerance. This transformation can also be successfully accomplished as a multicomponent all-in-one-pot reaction of 1-alkynes, sulfonyl azides and MBH adducts in the presence of Cu(I) and Rh(II) catalysts.

Graphical abstract: Synthesis of α-methylene-δ-oxo-γ-amino esters via Rh(ii)-catalyzed coupling of 1-sulfonyl-1,2,3-triazoles with Morita–Baylis–Hillman adducts

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Publication details

The article was received on 22 Sep 2016, accepted on 09 Nov 2016 and first published on 16 Nov 2016


Article type: Paper
DOI: 10.1039/C6OB02086K
Org. Biomol. Chem., 2016,14, 11238-11243

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    Synthesis of α-methylene-δ-oxo-γ-amino esters via Rh(II)-catalyzed coupling of 1-sulfonyl-1,2,3-triazoles with Morita–Baylis–Hillman adducts

    H. J. Jeon, M. S. Kwak, D. J. Jung, J. Bouffard and S. Lee, Org. Biomol. Chem., 2016, 14, 11238
    DOI: 10.1039/C6OB02086K

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