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Updated: Jun 24, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Ligand-Enabled ortho-Selective C-H Olefination of Tertiary Aniline Derivatives
Chunchen Yuan1, Changbo Jia1, Xinyu Zhang2
1School of Chemistry and Chemical Engineering Xiushan Campus, Anhui University of Technology, Ma'anshan, Anhui 243032, China.
Abstract:
A highly ortho-selective CAr-H olefination of tertiary anilines without a directing group was developed. This reaction tolerated various substituted arenes and olefin coupling partners, affording ortho-olefination products in moderate to good yields. Preliminary mechanistic studies showed that N-Ac-d-Ala, Ag2CO3, and BQ were the key factors for tuning the regioselectivity from para to ortho. Density functional theory was used to achieve a theoretical understanding of the ortho selectivity.
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