Microwave-assisted one-pot synthesis of benzo[b][1,4]thiazin-3(4H)-ones via Smiles rearrangement

Hua Zuo, Zhu Bo Li, Fang Kui Ren, J R Falck, Meng Lijuan, Chuljin Ahn, Dong Soo Shin

Research output: Contribution to journalArticlepeer-review

44 Scopus citations

Abstract

The synthesis of benzo[b][1,4]thiazin-3(4H)-one derivatives in a simple and efficient method from the one-pot reaction of substituted 2-chlorobenzenthiols, chloroacetyl chloride, and primary amines via Smiles rearrangement under microwave irradiation gave high yields (65-92%) of the products with short reaction time (15-20 min).

Original languageEnglish (US)
Pages (from-to)9669-9674
Number of pages6
JournalTetrahedron
Volume64
Issue number41
DOIs
StatePublished - Oct 6 2008

Keywords

  • 2-Chlorobenzenethiol
  • Benzo[b][1,4]thiazin-3(4H)-one
  • Microwave
  • One-pot
  • Smiles rearrangement

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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