Facile Synthesis of Benzo[ d ]azol-2(3 H)-ones Using 2-Phenoxycarbonyl-4,5-dichloropyridazin-3(2 H)-one as Green CO Source

Ki Eun Ryu, Bo Ram Kim, Gi Hyeon Sung, Hyo Jae Yoon, Yong Jin Yoon

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Developing eco-friendly, stable, and easy-to-handle acyl sources is of great importance in synthetic and green chemistry. This study describes the synthesis of benzo[d]azol-2(3H)-ones such as benzo[d]thiazol-2(3H)-ones, benzo[d]oxazol-2(3H)-ones, and benzo[d]imidazol-2(3H)-ones using 2-phenoxycarbonyl-4,5-dichloropyridazin-3(2H)-one in one pot. The reaction reported is carried out under neutral or acidic conditions in the presence of zinc or sodium bicarbonate to give the corresponding heterocycles in good to excellent yields. The reaction uses a solid stable carbonyl source that is a recyclable functional-group carrier, pyridazin-3(2H)-one.

Original languageEnglish
Article numberst-2015-u0333-l
Pages (from-to)1985-1990
Number of pages6
JournalSynlett
Volume26
Issue number14
DOIs
Publication statusPublished - 2015 Jun 12

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Danazol
Sodium Bicarbonate
Carbon Monoxide
Functional groups
Zinc

Keywords

  • carbonylation
  • green chemistry
  • heterocycles
  • medicinal chemistry
  • ring closure

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Facile Synthesis of Benzo[ d ]azol-2(3 H)-ones Using 2-Phenoxycarbonyl-4,5-dichloropyridazin-3(2 H)-one as Green CO Source. / Ryu, Ki Eun; Kim, Bo Ram; Sung, Gi Hyeon; Yoon, Hyo Jae; Yoon, Yong Jin.

In: Synlett, Vol. 26, No. 14, st-2015-u0333-l, 12.06.2015, p. 1985-1990.

Research output: Contribution to journalArticle

Ryu, Ki Eun ; Kim, Bo Ram ; Sung, Gi Hyeon ; Yoon, Hyo Jae ; Yoon, Yong Jin. / Facile Synthesis of Benzo[ d ]azol-2(3 H)-ones Using 2-Phenoxycarbonyl-4,5-dichloropyridazin-3(2 H)-one as Green CO Source. In: Synlett. 2015 ; Vol. 26, No. 14. pp. 1985-1990.
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