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Efficient Synthesis of Cyclic Sulfoximines from N-Propargylsulfinamides through Sulfur–Carbon Bond Formation |
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| Authors: | Yusuke Aota Yoshiaki Maeda Prof Dr Taichi Kano Prof Dr Keiji Maruoka |
| Institution: | 1. Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, 606-8502 Japan
These authors contributed equally to this work.;2. Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, 606-8502 Japan |
| Abstract: | Cyclic sulfoximines were readily synthesized by the cyclization of N-propargylsulfinamides without using expensive and toxic metal catalysts. This cyclization proceeded without loss of optical purity of chiral sulfinamides through the unusual sulfur–carbon bond formation promoted by an inexpensive inorganic base. This stereospecific cyclization offers a general approach to the asymmetric synthesis of chiral cyclic sulfoximines as an emerging heterocycle in medicinal chemistry. |
| Keywords: | alkynes cyclization sulfinamides sulfoximines sulfur heterocycles |