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 journalArticle

39 Citations (Scopus)

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

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Microwave irradiation
Microwaves
Amines
Derivatives
chloroacetyl chloride
benzo(1,4)thiazin-3(4H)-one

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Microwave-assisted one-pot synthesis of benzo[b][1,4]thiazin-3(4H)-ones via Smiles rearrangement. / Zuo, Hua; Li, Zhu Bo; Ren, Fang Kui; Falck, J R; Lijuan, Meng; Ahn, Chuljin; Shin, Dong Soo.

In: Tetrahedron, Vol. 64, No. 41, 06.10.2008, p. 9669-9674.

Research output: Contribution to journalArticle

Zuo, Hua ; Li, Zhu Bo ; Ren, Fang Kui ; Falck, J R ; Lijuan, Meng ; Ahn, Chuljin ; Shin, Dong Soo. / Microwave-assisted one-pot synthesis of benzo[b][1,4]thiazin-3(4H)-ones via Smiles rearrangement. In: Tetrahedron. 2008 ; Vol. 64, No. 41. pp. 9669-9674.
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AU - Lijuan, Meng

AU - Ahn, Chuljin

AU - Shin, Dong Soo

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