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Published on: May 21, 2019
Photoinduced [3 + 2] Radical Cyclization of α-Diazodifluoroethyl Sulfonium Salt with Hydrazones
Ming-Yue He1, Hao-Yan Wu1, Xiaodong Tang1
1Department of Chemistry, State Key Laboratory of Synthetic Biology, Tianjin University, Tianjin 300072, P. R. China.
Abstract:
Here we report a photoinduced [3 + 2] radical cyclization reaction of α-diazodifluoroethane sulfonium reagent with hydrazones to give the corresponding N-amino-4-difluoromethyl-1,2,3-triazoles. This transformation proceeds under simple blue light irradiation conditions without the need of photocatalyst. Preliminary mechanistic studies indicate that the formation of an electron donor-acceptor (EDA) complex between electron-deficient α-diazo sulfonium triflate and electron-rich hydrazone operates as the key mediator.
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