Display options
Cite
Zhang J, Gao Q, Wu X, et al. Dual Roles of Methyl Ketones in Radziszewski-Type Reaction: Formal [2 + 1 + 1 + 1] Synthesis of 1,2,5-Trisubstituted Imidazoles. Org Lett. 2016;18(7):1686-9doi: 10.1021/acs.orglett.6b00607.
Zhang, J., Gao, Q., Wu, X., Geng, X., Wu, Y. D., & Wu, A. (2016). Dual Roles of Methyl Ketones in Radziszewski-Type Reaction: Formal [2 + 1 + 1 + 1] Synthesis of 1,2,5-Trisubstituted Imidazoles. Organic letters, 18(7), 1686-9. https://doi.org/10.1021/acs.orglett.6b00607
Zhang, Jingjing, et al. "Dual Roles of Methyl Ketones in Radziszewski-Type Reaction: Formal [2 + 1 + 1 + 1] Synthesis of 1,2,5-Trisubstituted Imidazoles." Organic letters vol. 18,7 (2016): 1686-9. doi: https://doi.org/10.1021/acs.orglett.6b00607
Zhang J, Gao Q, Wu X, Geng X, Wu YD, Wu A. Dual Roles of Methyl Ketones in Radziszewski-Type Reaction: Formal [2 + 1 + 1 + 1] Synthesis of 1,2,5-Trisubstituted Imidazoles. Org Lett. 2016 Apr 01;18(7):1686-9. doi: 10.1021/acs.orglett.6b00607. Epub 2016 Mar 17. PMID: 26985658.
Copy Download .nbib Format: NLM
Share it on

Org Lett. 2016 Apr 01;18(7):1686-9. doi: 10.1021/acs.orglett.6b00607. Epub 2016 Mar 17.

Dual Roles of Methyl Ketones in Radziszewski-Type Reaction: Formal [2 + 1 + 1 + 1] Synthesis of 1,2,5-Trisubstituted Imidazoles.

Organic letters

Jingjing Zhang, Qinghe Gao, Xia Wu, Xiao Geng, Yan-Dong Wu, Anxin Wu

Affiliations

  1. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , Wuhan 430079, P. R. China.

PMID: 26985658 DOI: 10.1021/acs.orglett.6b00607

Abstract

A highly efficient molecular iodine mediated Radziszewski-type reaction of methyl ketones, anilines, and tosylmethyl isocyanide has been developed. This protocol represents an elegant molecular fragment assembly of imidazoles via a formal [2 + 1 + 1 + 1] annulation. It is the first example where methyl ketones serve as the α-dicarbonyl compounds and aldehydes in Radziszewski-type reactions.

Publication Types