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Frantz DE, Morency L, Soheili A, et al. Synthesis of substituted imidazoles via organocatalysis. Org Lett. 2004;6(5):843-6doi: 10.1021/ol0498803.
Frantz, D. E., Morency, L., Soheili, A., Murry, J. A., Grabowski, E. J., & Tillyer, R. D. (2004). Synthesis of substituted imidazoles via organocatalysis. Organic letters, 6(5), 843-6. https://doi.org/10.1021/ol0498803
Frantz, Doug E, et al. "Synthesis of substituted imidazoles via organocatalysis." Organic letters vol. 6,5 (2004): 843-6. doi: https://doi.org/10.1021/ol0498803
Frantz DE, Morency L, Soheili A, Murry JA, Grabowski EJ, Tillyer RD. Synthesis of substituted imidazoles via organocatalysis. Org Lett. 2004 Mar 04;6(5):843-6. doi: 10.1021/ol0498803. PMID: 14986989.
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Org Lett. 2004 Mar 04;6(5):843-6. doi: 10.1021/ol0498803.

Synthesis of substituted imidazoles via organocatalysis.

Organic letters

Doug E Frantz, Louis Morency, Arash Soheili, Jerry A Murry, Edward J J Grabowski, Richard D Tillyer

Affiliations

  1. Department of Process Research, Merck Research Laboratories, Merck & Co., 466 Devon Park Drive, Wayne, PA 19087, USA.

PMID: 14986989 DOI: 10.1021/ol0498803

Abstract

A one-pot synthesis of substituted imidazoles is described. The cornerstone of this methodology involves the thiazolium-catalyzed addition of an aldehyde to an acyl imine to generate the corresponding alpha-ketoamide in situ followed by ring closure to the imidazole in a one-pot sequence. The extension of this methodology to the one-pot synthesis of substituted oxazoles and thiazoles is also described. [reaction: see text]

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