Catalytic divergent synthesis of imidazoles via reaction condition-dependent [3 + 2] cyclization of TosMIC.

A base-catalyzed divergent synthesis of multisubstituted imidazoles through TosMIC-based [3 + 2] cyclization reaction has been developed. In the presence of ketenimines and tBuONa, 1,4,5-trisubstituted imidazoles were obtained. Nonetheless, in the absence of ketenimines, 1,4-disubstituted imidazole was produced through cyclodimerization of TosMIC.

Citation

Cheng Zhao, Man-Zhen Gu, Yi-Yuan Chen, Xiao-Wei Hu, Yi-Bing Xu, Xiao-Min Lin, Xin-Ni Liu, Long Chen, Guo-Shu Chen, Yun-Lin Liu. Catalytic divergent synthesis of imidazoles via reaction condition-dependent [3 + 2] cyclization of TosMIC. Organic & biomolecular chemistry. 2022 Nov 16;20(44):8623-8627

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PMID: 36314887

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