Efficient Synthesis of Cyclic Sulfoximines from N‐Propargylsulfinamides through Sulfur–Carbon Bond Formation

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 i...

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Veröffentlicht in:Chemistry : a European journal 2019-12, Vol.25 (69), p.15755-15758
Hauptverfasser: Aota, Yusuke, Maeda, Yoshiaki, Kano, Taichi, Maruoka, Keiji
Format: Artikel
Sprache:eng
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Zusammenfassung: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. Cyclic sulfoximines were synthesized by the cyclization of readily available N‐propargylsulfinamides under basic conditions without using a metal catalyst. This cyclization proceeded without loss of optical purity of chiral sulfinamides through the unusual sulfur–carbon bond formation promoted by an inexpensive inorganic base.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201904501