Visible-light induced oxidative Csp3-H activation of methyl aromatics to methyl esters

Green Chem., 2016, Advance Article
DOI: 10.1039/C6GC01880G, Communication
Lingling Zhang, Hong Yi, Jue Wang, Aiwen Lei
A mild and catalytic oxidative Csp3-H activation of methyl aromatics using O2via photocatalysis has been achieved. A lot of methyl aromatics can be tolerated, providing a route for aromatic methyl carboxylates. In addition, this protocol can be performed on a gram scale
Visible-light induced oxidative Csp3-H activation of methyl aromatics to methyl esters

Visible-light induced oxidative Csp3–H activation of methyl aromatics to methyl esters

Lingling Zhang,a   Hong Yi,a   Jue Wanga and   Aiwen Lei*ab  
*Corresponding authors
aCollege of Chemistry and Molecular Sciences, the Institute for Advanced Studies, Wuhan University, Wuhan, P. R. China
E-mail: aiwenlei@whu.edu.cn
bNational Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, P. R. China
Green Chem., 2016, Advance Article

DOI: 10.1039/C6GC01880G. http://pubs.rsc.org/en/Content/ArticleLanding/2016/GC/C6GC01880G?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

Direct functionalization of readily available hydrocarbons under mild conditions fulfills the requirements of green and sustainable chemistry. In this work, a mild and green catalytic oxidative Csp3–H activation of methyl aromatics using O2 via photocatalysis has been achieved. A lot of methyl aromatics can be tolerated, providing a green route for aromatic methyl carboxylates. In addition, this protocol can be performed on a gram scale.
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Methyl 4-methylbenzoate (2a): [1] 32.9 mg (yield: 73%, light yellow oil). 1H NMR (400 MHz, CDCl3) δ 7.78 (d, J = 8.1 Hz, 2H), 7.06 (d, J = 8.0 Hz, 2H), 3.73 (s, 3H), 2.22 (s, 3H); 13C NMR (101 MHz, CDCl3) δ 167.0, 143.5, 129.6, 129.0, 127.4, 51.8, 21.5.
Liu, H.; Chen, G.; Jiang, H.; Li, Y.; Luque, R., ChemSusChem. 2012, 5 , 1892-1896.
///////Visible-light,  induced oxidative,  Csp3-H activation,  methyl aromatics, methyl esters
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