Organic Letters
Organic Letters
5 years ago

Regioselective and Switchable meso-Aminations and Couplings of 5,15-Diarylchlorins

Regioselective and Switchable meso-Aminations and Couplings of 5,15-Diarylchlorins
Yi Yuan, Yu-Hao Qiu, Qi Cheng, Ying-Chun Chen, Qin Ouyang, Li Shuai, Sheng-Lin Luo
Controllable chemo- and regiodivergent amination reactions of anilines and chlorins are accomplished by employing different oxidants and substrates, constructing aminated chlorin monomers and dimers with high structural diversity. Importantly, besides preferential 20-meso-position, the oxidative amination was also realized at the inactive 10-meso-position by using phenyliodine bis(trifluoroacetate) (PIFA) and gold(III)-based reagents.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01739

DOI: 10.1021/acs.orglett.7b01739

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