Synthesis of Benzo[e][1,4,3]oxathiazin-3-one 1-Oxides from NH-S-(2-Hydroxyaryl)sulfoximines

Periasamy, Kiruthika; van Bonn, Pit; Tschekorsky Orloff, Runa; Völcker, Nils; Lu, Qiulan; Rissanen, Kari; Bolm, Carsten

doi:10.1021/acs.joc.4c00712

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Periasamy, K., van Bonn, P., Tschekorsky Orloff, R., Völcker, N., Lu, Q., Rissanen, K., & Bolm, C. (2024). Synthesis of Benzo[e][1,4,3]oxathiazin-3-one 1-Oxides from NH-S-(2-Hydroxyaryl)sulfoximines. Journal of Organic Chemistry, Early online. https://doi.org/10.1021/acs.joc.4c00712

Julkaistu sarjassa

Journal of Organic Chemistry

Tekijät

Periasamy, Kiruthika |

van Bonn, Pit |

Tschekorsky Orloff, Runa |

Völcker, Nils |

Lu, Qiulan |

Rissanen, Kari |

Bolm, Carsten

Päivämäärä

2024

Pääsyrajoitukset

Embargo päättyy: 2025-05-15Pyydä artikkeli tutkijalta

Tekijänoikeudet

Cyclizations of NH-S-(2-hydroxyaryl)sulfoximines with 1,1′-carbonyldiimidazol (CDI) give unprecedented benzo[e][1,4,3]oxathiazin-3-one 1-oxides in good yields. The standard synthetic protocol involves the use of DCE at an increased temperature for 16 h. Under mechanochemical conditions, a representative product was obtained without a solvent at ambient temperature in only 60 min. X-ray single-crystal structure analysis confirmed the molecular scaffold representing a three-dimensional heterocycle.

Julkaisija

American Chemical Society (ACS)

ISSN Hae Julkaisufoorumista

0022-3263

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