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Transition-Metal-Free Synthesis of 2-Substituted Benzothiazoles from Nitrobenzenes, Methylheteroaryl Compounds, and Elemental Sulfur, Based on Nitro-Methyl Redox-Neutral Cyclization.
Teramoto, Masahiro; Imoto, Mitsutaka; Takeda, Motonori; Mizuno, Takumi; Nomoto, Akihiro; Ogawa, Akiya.
Afiliação
  • Teramoto M; Seika Corporation, 1660-627, Nishihama, Wakayama 641-0036, Japan.
  • Imoto M; Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai, Osaka 599-8531, Japan.
  • Takeda M; Seika Corporation, 1660-627, Nishihama, Wakayama 641-0036, Japan.
  • Mizuno T; Seika Corporation, 1660-627, Nishihama, Wakayama 641-0036, Japan.
  • Nomoto A; Seika Corporation, 1660-627, Nishihama, Wakayama 641-0036, Japan.
  • Ogawa A; Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai, Osaka 599-8531, Japan.
J Org Chem ; 85(23): 15213-15220, 2020 Dec 04.
Article em En | MEDLINE | ID: mdl-33147021
ABSTRACT
Greener and more sustainable chemical processes are required to address increasing environmental pollution and depletion of natural resources. This paper aims to develop greener and more sustainable modern synthetic chemical processes using redox-neutral cyclization. Redox-neutral cyclization has been shown to promote the efficient synthesis of 2-substituted benzothiazoles from easily available nitrobenzenes, methyl-heteroaryl compounds, and elemental sulfur in the absence of transition-metal catalysts. The 2-substituted benzothiazoles were obtained in reasonable yields through the sulfuration of electron-deficient C-H bonds with elemental sulfur. This synthetic methodology also affords a high atom economy without the use of any external oxidizing and/or reducing reagents.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article