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Murru S, Lott CS, McGough B, et al. Fe-catalyzed synthesis of substituted N-aryl oxazolidines. Org Biomol Chem. 2016;14(15):3681-5doi: 10.1039/c6ob00185h.
Murru, S., Lott, C. S., McGough, B., Bernard, D. M., & Srivastava, R. S. (2016). Fe-catalyzed synthesis of substituted N-aryl oxazolidines. Organic & biomolecular chemistry, 14(15), 3681-5. https://doi.org/10.1039/c6ob00185h
Murru, Siva, et al. "Fe-catalyzed synthesis of substituted N-aryl oxazolidines." Organic & biomolecular chemistry vol. 14,15 (2016): 3681-5. doi: https://doi.org/10.1039/c6ob00185h
Murru S, Lott CS, McGough B, Bernard DM, Srivastava RS. Fe-catalyzed synthesis of substituted N-aryl oxazolidines. Org Biomol Chem. 2016 Apr 12;14(15):3681-5. doi: 10.1039/c6ob00185h. PMID: 27001918.
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Org Biomol Chem. 2016 Apr 12;14(15):3681-5. doi: 10.1039/c6ob00185h.

Fe-catalyzed synthesis of substituted N-aryl oxazolidines.

Organic & biomolecular chemistry

Siva Murru, Charles Seth Lott, Brandon McGough, Dakota M Bernard, Radhey S Srivastava

Affiliations

  1. Department of Chemistry, University of Louisiana at Lafayette, Lafayette, LA 70504, USA. [email protected].

PMID: 27001918 DOI: 10.1039/c6ob00185h

Abstract

A novel iron-catalyzed synthesis of substituted N-aryl oxazolidines was developed via C-N bond formation and methylenation. The reaction of aryl hydroxylamines with allyl alcohols, in the presence of formaldehyde or its equivalents, afforded variety of oxazolidine heterocycles in very good yields. This catalytic method is most effective for para-substituted aryl hydroxylamines and 3-methyl allyl alcohols. Furthermore, acid catalyzed demethylenation of oxazolidines allowed access to N-aryl amino alcohols in good yields.

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