3 years ago

Catalytic Regioselective C–H Acetoxylation of Arenes Using 4,6-Dimethoxy-1,3,5-triazin-2-yloxy as a Removable/Modifiable Directing Group

Catalytic Regioselective C–H Acetoxylation of Arenes Using 4,6-Dimethoxy-1,3,5-triazin-2-yloxy as a Removable/Modifiable Directing Group
Na Li, Zhihua Peng, Cuiyu Jiang, Tian Li, Yilei Wang, Zhi Yu, Linhua Song
One of the major current challenges in the field of C–H functionalization is the development of new removable/modifiable directing groups (DGs). We report here the 4,6-dimethoxy-1,3,5-triazin-2-yloxy group as a new readily removable/modifiable DG for the regioselective acetoxylation of 2-(aryloxy)-4,6-dimethoxy-1,3,5-triazine. This developed phenol-derived DG can be easily removed to offer synthetically versatile pyrocatechols or converted into a useful biphenyl skeleton. In addition, the acetoxylation of 2-(aryloxy)-4,6-dimethoxy-1,3,5-triazine offers a new avenue to synthesize polysubstituted s-triazine derivatives.

Publisher URL: http://dx.doi.org/10.1021/acs.organomet.7b00314

DOI: 10.1021/acs.organomet.7b00314

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