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http://dx.doi.org/10.5012/bkcs.2008.29.5.1025

Effective Amidation of Carboxylic Acids Using (4,5-Dichloro-6-oxo-6H-pyridazin-1-yl)phosphoric Acid Diethyl Ester  

Kang, Seung-Beom (Department of Chemistry & Environmental Biotechnology National Core Research Center, Research Institute of Natural Sciences, Graduate School for Molecular Materials and Nanochemistry, Gyeongsang National University)
Yim, Heung-Seop (Department of Chemistry & Environmental Biotechnology National Core Research Center, Research Institute of Natural Sciences, Graduate School for Molecular Materials and Nanochemistry, Gyeongsang National University)
Won, Ju-Eun (Department of Chemistry & Environmental Biotechnology National Core Research Center, Research Institute of Natural Sciences, Graduate School for Molecular Materials and Nanochemistry, Gyeongsang National University)
Kim, Min-Jung (Department of Chemistry & Environmental Biotechnology National Core Research Center, Research Institute of Natural Sciences, Graduate School for Molecular Materials and Nanochemistry, Gyeongsang National University)
Kim, Jeum-Jong (Department of Chemistry & Environmental Biotechnology National Core Research Center, Research Institute of Natural Sciences, Graduate School for Molecular Materials and Nanochemistry, Gyeongsang National University)
Kim, Ho-Kyun (Department of Chemistry & Environmental Biotechnology National Core Research Center, Research Institute of Natural Sciences, Graduate School for Molecular Materials and Nanochemistry, Gyeongsang National University)
Lee, Sang-Gyeong (Department of Chemistry & Environmental Biotechnology National Core Research Center, Research Institute of Natural Sciences, Graduate School for Molecular Materials and Nanochemistry, Gyeongsang National University)
Yoon, Yong-Jin (Department of Chemistry & Environmental Biotechnology National Core Research Center, Research Institute of Natural Sciences, Graduate School for Molecular Materials and Nanochemistry, Gyeongsang National University)
Publication Information
Abstract
(4,5-Dichloro-6-oxo-6H-pyridazin-1-yl)phosphoric acid diethyl ester (3a) are efficient and selective coupling agents for the amidation of carboxylic acids. Amidation of aliphatic and aromatic carboxylic acids with aliphatic and aromatic amines using 3a under mild condition gave chemoselectively the corresponding amides in good to excellent yield. Three protected-dipeptides were also synthesized from N-BOC-Phe and O-Me-amino acid hydrochlorides using 3a under mild condition.
Keywords
(4,5-Dichloro-6-oxo-6H-pyridazin-1-yl)phosphoric acid diethyl ester; Coupling agent; Pyridazinone; Amidation; Dipeptide
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