School of Chemistry, University of Hyderabad, India.
Chemistry. 2012 Apr 27;18(18):5541-5. doi: 10.1002/chem.201200092. Epub 2012 Mar 29.
Sulfoximines direct: a new protocol for the chemo- and regioselective ortho C-H acetoxylation of arenes in N-benzoylated sulfoximines is reported. The sulfoximine directing group is easily detached from the C-H oxidation product through acid-promoted hydrolysis, isolated, and reused. The meta-substituted phenols are synthesized following this strategy and the stereointegrity of the sulfoximine is preserved in this transformation. C(sp(3))-H acetoxylation of the methyl group is also demonstrated.
一种新的反应条件,用于 N-苯甲酰化亚砜亚胺中芳烃的化学选择性和区域选择性邻位 C-H 乙酰化反应。亚砜亚胺导向基团可以通过酸促进的水解从 C-H 氧化产物中很容易地脱除,分离并重复使用。该策略可以用于合成间位取代的苯酚,并且在该转化中亚砜亚胺的立体完整性得以保留。该反应还可以实现 C(sp(3))-H 甲基的乙酰化。