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

Authors
Ryu, Ki EunKim, Bo RamSung, Gi HyeonYoon, Hyo JaeYoon, Yong-Jin
Issue Date
9월-2015
Publisher
GEORG THIEME VERLAG KG
Keywords
carbonylation; green chemistry; heterocycles; medicinal chemistry; ring closure
Citation
SYNLETT, v.26, no.14, pp.1985 - 1990
Indexed
SCIE
SCOPUS
Journal Title
SYNLETT
Volume
26
Number
14
Start Page
1985
End Page
1990
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/92662
DOI
10.1055/s-0034-1378783
ISSN
0936-5214
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.
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