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ORIGINAL RESEARCH article

Front. Chem.
Sec. Organic Chemistry
Volume 12 - 2024 | doi: 10.3389/fchem.2024.1506493

Oxidative Coupling of N-Nitrosoanilines with Substituted Allyl Alcohols under Rhodium (III) Catalysis

Provisionally accepted
Priyanka Chaudhary Priyanka Chaudhary *
  • University of Lucknow, Lucknow, India

The final, formatted version of the article will be published soon.

    C-H activation of N-nitrosoanilines was accomplished by employing rhodium(III) catalysis with substituted allyl alcohols. This method provides an efficient synthesis of the functional N-nitroso ortho β-aryl aldehydes and ketones with low catalyst loading, high functional group tolerance, and superior reactivity of allyl alcohols towards N-nitrosoanilines. We demonstrated that reaction also proceeds through the one-pot synthesis of N-nitrosoaniline followed by subsequent, C-H activation. The protocol was also feasible with acyrlaldehyde and methyl vinyl ketone which furnished the same oxidative N-nitroso coupling product.

    Keywords: N-nitrosamines, Oxidative Coupling, allyl alcohols, Rhodium (III) catalysis, C-H activation & functionalization

    Received: 05 Oct 2024; Accepted: 11 Nov 2024.

    Copyright: © 2024 Chaudhary. This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) or licensor are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

    * Correspondence: Priyanka Chaudhary, University of Lucknow, Lucknow, India

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