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Wang CC, Zhou J, Ma ZW, et al. Synthesis of spirobarbiturate-pyrrolidinones via a domino aza-Michael/S. Org Biomol Chem. 2019;17(41):9200-9208doi: 10.1039/c9ob01992h.
Wang, C. C., Zhou, J., Ma, Z. W., Chen, X. P., & Chen, Y. J. (2019). Synthesis of spirobarbiturate-pyrrolidinones via a domino aza-Michael/S. Organic & biomolecular chemistry, 17(41), 9200-9208. https://doi.org/10.1039/c9ob01992h
Wang, Chuan-Chuan, et al. "Synthesis of spirobarbiturate-pyrrolidinones via a domino aza-Michael/S." Organic & biomolecular chemistry vol. 17,41 (2019): 9200-9208. doi: https://doi.org/10.1039/c9ob01992h
Wang CC, Zhou J, Ma ZW, Chen XP, Chen YJ. Synthesis of spirobarbiturate-pyrrolidinones via a domino aza-Michael/S. Org Biomol Chem. 2019 Oct 23;17(41):9200-9208. doi: 10.1039/c9ob01992h. PMID: 31596301.
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Org Biomol Chem. 2019 Oct 23;17(41):9200-9208. doi: 10.1039/c9ob01992h.

Synthesis of spirobarbiturate-pyrrolidinones via a domino aza-Michael/S.

Organic & biomolecular chemistry

Chuan-Chuan Wang, Jing Zhou, Zhi-Wei Ma, Xiao-Pei Chen, Ya-Jing Chen

Affiliations

  1. Faculty of Science, Henan University of Animal Husbandry and Economy, No. 2 Yingcai Street, Huiji District, Zhengzhou 450044, Henan, PR China.

PMID: 31596301 DOI: 10.1039/c9ob01992h

Abstract

A highly efficient domino aza-MIRC (Michael Induced Ring Closure) reaction between barbiturate-derived alkenes and N-alkoxy α-haloamides has been achieved in moderate to excellent yields. This reaction proceeds smoothly under mild conditions via a domino aza-Michael addition/intramolecular SN2 sequence, providing a practical tool in the synthesis of bioactive molecules spirobarbiturate-3-pyrrolidinones.

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