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Alkyl and Aryl 4,5-Dichloro-6-oxopyridazin-1(6H)-carboxylates: A Practical Alternative to Chloroformates for the Synthesis of Symmetric and Asymmetric Carbonates

Hyun Kyung Moon, Gi Hyeon Sung, Yong-Jin Yoon*, Hyo Jae Yoon*

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

H. K. Moon, G. H. Sung, Y.-J. Yoon, H. J. Yoon, Synlett, 2016, 27, 1577-1581.

DOI: 10.1055/s-0035-1561411 (free Supporting Information)


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Abstract

Treatment of 4,5-dichloro-6-oxopyridazin-1(6H)-carboxylates with aliphatic or aromatic alcohols in the presence of potassium tert-butoxide in toluene at room temperature provides carbonates in good yields. Alkyl and aryl 4,5-dichloro-6-oxopyridazin-1(6H)-carboxylates are therefore efficient, stable, and ecofriendly alternatives to chloroformates.

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Key Words

pyridazines, alcohols, phenols, carbonates, alkoxycarbonylations, acyl-transfer agents


ID: J60-Y2016