Iodine-Promoted Formal [5+1] Annulation of 2-Vinylanilines and Thiurams: A Facile Approach to the Synthesis of 2-Aminoquinolines
Jing Jiao, Pengyang Wang, Fangtao Xiao, Zhipeng Zhang*
*School of Chemistry and Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, P. R. of China, Email: zhipengzhangecust.edu.cn
J. Jiao, P. Wang, F. Xiao, Z. Zhang, Synlett, 2022, 33, 569-574.
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A [5+1]-cyclization of 2-vinylanilines with tetraalkylthiuram disulfides in the presence of iodine and copper(II) triflate provides a variety of 2-aminoquinolines in very good yields. This facile one-step synthesis directly employs readily available and low-cost thiurams as both a C1 synthon and a nitrogen source.
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vinylanilines, thiurams, cyclization, iodine, aminoquinolines, quinolines, copper catalysis