Intramolecular dehydrogenative C-S bond coupling of thioamides to form 1,3-benzothiazines under metal-free conditions

Autor: Li-Rong Wen, Ming Li, Wei-Si Guo, Mingzhe Zhu, Cheng-Cheng Zhou, Shu-Guang Xie
Rok vydání: 2019
Předmět:
Zdroj: Organicbiomolecular chemistry. 17(13)
ISSN: 1477-0539
Popis: A novel HTIB-promoted direct intramolecular dehydrogenative C–S bond coupling reaction of thioamides has been developed to provide 1,3-benzothiazine derivatives in good yields. The reaction proceeds smoothly to reach completion at room temperature within 1 min under metal-free conditions. This protocol provides a mild and efficient strategy for the synthesis of six-membered N,S-containing heterocycles. Preliminary mechanistic studies indicate that a spirocyclic intermediate might be involved.
Databáze: OpenAIRE