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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Unveiling the Synthetic Potential of 1,3,5-Tri(10H-phenothiazin-10-yl)benzene-Based Optoelectronic Material: A
Cen Zhou1, Rui Wang2, Lang Gao2
1Fujian Engineering and Research Center of New Chinese Lacquer Materials, College of Materials and Chemical Engineering, Minjiang University, Fuzhou 350108, China.
Abstract:
1,3,5-Tri(10H-phenothiazin-10-yl)benzene (3PTZ) is endowed with unique redox and photoresponsive characteristics and has been utilized as a p-type redox center for organic battery cathode material and a room-temperature phosphorescence (RTP) material, respectively. Conversely, its exploration in other research fields, particularly organic synthesis, remains unknown. Here, we demonstrate that 3PTZ-POP synthesized via cross-linking of 3PTZ is capable of harvesting visible-light photons and selectively converting solar energy to chemical energy. Specifically, 3PTZ-POP functions as a metal-free and recyclable photocatalyst to promote the sequential C(sp2)-H functionalizations of N-arylacrylamides with readily available trifluoromethylsulfonyl chloride as the radical precursor. An array of 3,3-disubstituted 2-oxindoles bearing a pharmaceutically important CF3 moiety are delivered in moderate to excellent yields under mild and sustainable conditions.
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