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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

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

*Department of Chemistry, Gyeongsang National University, Jinju, 660-701; Department of Chemistry, Korea University, Seoul, 136-701 South Korea, Email: yjyoongnu.ac.kr, hyoonkorea.ac.kr

K. E. Ryu, B. R. Kim, G. H. Sung, H. J. Yoon, Y.-J. Yoon, Synlett, 2015, 26, 1985-1990.

DOI: 10.1055/s-0034-1378783 (free Supporting Information)


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Abstract

2-phenoxycarbonyl-4,5-dichloropyridazin-3(2H)-one is a solid stable carbonyl source that is a recyclable. The reagent enables the synthesis of benzo[d]thiazol-2(3H)-ones, benzo[d]oxazol-2(3H)-ones, and benzo[d]imidazol-2(3H)-ones using in one pot out under neutral or acidic conditions to give the corresponding heterocycles in very good yields.

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Key Words

carbonylation, green chemistry, medicinal chemistry, ring closure, benzoxazolones, benzimidazolones


ID: J60-Y2015