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Santeusanio S, Majer R, Perrulli FR, et al. Divergent Approach to Thiazolylidene Derivatives: A Perspective on the Synthesis of a Heterocyclic Skeleton from β-Amidothioamides Reactivity. J Org Chem. 2017;82(18):9773-9778doi: 10.1021/acs.joc.7b02135.
Santeusanio, S., Majer, R., Perrulli, F. R., De Crescentini, L., Favi, G., Giorgi, G., & Mantellini, F. (2017). Divergent Approach to Thiazolylidene Derivatives: A Perspective on the Synthesis of a Heterocyclic Skeleton from β-Amidothioamides Reactivity. The Journal of organic chemistry, 82(18), 9773-9778. https://doi.org/10.1021/acs.joc.7b02135
Santeusanio, Stefania, et al. "Divergent Approach to Thiazolylidene Derivatives: A Perspective on the Synthesis of a Heterocyclic Skeleton from β-Amidothioamides Reactivity." The Journal of organic chemistry vol. 82,18 (2017): 9773-9778. doi: https://doi.org/10.1021/acs.joc.7b02135
Santeusanio S, Majer R, Perrulli FR, De Crescentini L, Favi G, Giorgi G, Mantellini F. Divergent Approach to Thiazolylidene Derivatives: A Perspective on the Synthesis of a Heterocyclic Skeleton from β-Amidothioamides Reactivity. J Org Chem. 2017 Sep 15;82(18):9773-9778. doi: 10.1021/acs.joc.7b02135. Epub 2017 Sep 05. PMID: 28846848.
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J Org Chem. 2017 Sep 15;82(18):9773-9778. doi: 10.1021/acs.joc.7b02135. Epub 2017 Sep 05.

Divergent Approach to Thiazolylidene Derivatives: A Perspective on the Synthesis of a Heterocyclic Skeleton from β-Amidothioamides Reactivity.

The Journal of organic chemistry

Stefania Santeusanio, Roberta Majer, Francesca Romana Perrulli, Lucia De Crescentini, Gianfranco Favi, Gianluca Giorgi, Fabio Mantellini

Affiliations

  1. Department of Biomolecular Sciences, Section of Organic Chemistry and Organic Natural Compounds, University of Urbino "Carlo Bo" , Via I Maggetti 24, 61029 Urbino, Italy.
  2. Department of Chemistry, University of Siena , Via Aldo Moro, 53100 Siena, Italy.

PMID: 28846848 DOI: 10.1021/acs.joc.7b02135

Abstract

Herein we report a domino protocol able to reach regioselectively thiazolylidene systems by combining the reactive peculiarities of both β-amidothioamides (ATAs) and 1,2-diaza-1,3-dienes (DDs). Depending on the reaction conditions and/or the nature of the residue at C4 of the heterodiene system, ATAs can act as hetero-mononucleophiles or hetero-dinucleophiles in the diversified thiazolylidene ring assembly.

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