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Synthesis of indolizines from pyridinium 1,4-zwitterionic thiolates and α-functionalized bromoalkanes via a stepwise [(5+1)-1] pathway.

Bin ChengXinping ZhangYuntong LiHui LiYixuan HeYun LiTaimin WangHongbin Zhai
Published in: Chemical communications (Cambridge, England) (2020)
The synthesis of pyridothiazines was achieved using pyridinium 1,4-zwitterionic thiolates and α-functionalized bromoalkanes via a formal [5+1] pathway. Further studies demonstrated that the synthesis of indolizines could be accomplished via a stepwise [(5+1)-1] pathway with unstable pyridothiazines as the transient intermediates from the same starting materials. The net transformation involves a sequence of annulation, oxidation and ring-contraction/desulfuration.
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