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Collect. Czech. Chem. Commun. 2000, 65, 621-630
https://doi.org/10.1135/cccc20000621

A Facile Synthesis of Carboxamides by Dehydration Condensation Between Free Carboxylic Acids and Amines Using O,O'-Di(2-pyridyl) Thiocarbonate as a Coupling Reagent

Isamu Shiina, Katsuyuki Saitoh, Masakazu Nakano, Yoshihito Suenaga and Teruaki Mukaiyama*

Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan

Crossref Cited-by Linking

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  • Park So Young, Choi Myung Gil, Lim Dae Sung, Chang Suk-Kyu: Fluorometric determination of Au3+ via hydrolysis of thiocarbonate with bromide as a masking agent. Dyes and Pigments 2019, 164, 14. <https://doi.org/10.1016/j.dyepig.2019.01.001>
  • Rouhi-Saadabad Hamed, Akhlaghinia Batool: A One-Pot, fast, and efficient amidation of carboxylic acids, α-amino acids and sulfonic acids using pph3/n-chlorobenzotriazole system. Phosphorus, Sulfur, and Silicon and the Related Elements 2015, 190, 1703. <https://doi.org/10.1080/10426507.2015.1024313>
  • Valeur Eric, Bradley Mark: Amide bond formation: beyond the myth of coupling reagents. Chem. Soc. Rev. 2009, 38, 606. <https://doi.org/10.1039/B701677H>
  • Shiina Isamu, Ushiyama Hisaya, Yamada Yo‐ko, Kawakita Yo‐ichi, Nakata Kenya: 4‐(Dimethylamino)pyridine N‐oxide (DMAPO): An Effective Nucleophilic Catalyst in the Peptide Coupling Reaction with 2‐Methyl‐6‐nitrobenzoic Anhydride. Chemistry — An Asian Journal 2008, 3, 454. <https://doi.org/10.1002/asia.200700305>
  • Tozawa Takashi, Yamane Yoshinobu, Mukaiyama Teruaki: An Effective Method for the Synthesis of Carboxamides by Using Tetrakis(pyridine-2-yloxy)silane as a Mild Coupling Reagent. Chemistry Letters 2005, 34, 1334. <https://doi.org/10.1246/cl.2005.1334>
  • Shiina Isamu, Kawakita Yo-ichi: The effective use of substituted benzoic anhydrides for the synthesis of carboxamides. Tetrahedron 2004, 60, 4729. <https://doi.org/10.1016/j.tet.2004.03.066>
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  • Shiina Isamu, Kawakita Yo-ichi: A new method for the synthesis of carboxamides and peptides using 1,1′-carbonyldioxydi[2(1H)-pyridone] (CDOP) in the absence of basic promoters. Tetrahedron Letters 2003, 44, 1951. <https://doi.org/10.1016/S0040-4039(03)00063-7>
  • Shiina Isamu, Saitoh Katsuyuki, Nakano Masakazu, Suenaga Yoshihito, Mukaiyama Teruaki: ChemInform Abstract: A Facile Synthesis of Carboxamides by Dehydration Condensation Between Free Carboxylic Acids and Amines Using O,O′‐Di(2‐pyridyl) Thiocarbonate as a Coupling Reagent. ChemInform 2000, 31. <https://doi.org/10.1002/chin.200038073>
  • Shiina Isamu, Suenaga Yoshihito, Nakano Masakazu, Mukaiyama Teruaki: A Convenient Method for the Preparations of Carboxamides and Peptides by Using Di(2-pyridyl) Carbonate and O , O ′-Di(2-pyridyl) Thiocarbonate as Dehydrating Reagents. Bulletin of the Chemical Society of Japan 2000, 73, 2811. <https://doi.org/10.1246/bcsj.73.2811>