AUTHOR=Chaudhary Priyanka 

TITLE=Oxidative coupling of N-nitrosoanilines with substituted allyl alcohols under rhodium (III) catalysis

JOURNAL=Frontiers in Chemistry

VOLUME=12

YEAR=2024

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2024.1506493

DOI=10.3389/fchem.2024.1506493

ISSN=2296-2646

ABSTRACT=<p>Rhodium(III) catalysis has been used for C-H activation of <italic>N</italic>-nitrosoanilines with substituted allyl alcohols. This method provides an efficient synthesis of the functional <italic>N</italic>-nitroso <italic>ortho</italic> β-aryl aldehydes and ketones with low catalyst loading, high functional group tolerance, and superior reactivity of allyl alcohols toward <italic>N</italic>-nitrosoanilines. We demonstrated that reaction also proceeds through the one-pot synthesis of <italic>N</italic>-nitrosoaniline, followed by subsequent, C-H activation. The protocol was also feasible with acyrlaldehyde and methyl vinyl ketone which furnished the same oxidative <italic>N</italic>-nitroso coupling product.</p>