An Improved Synthesis of Ethyl Azodicarboxylate and 1,2,4-Triazoline-3,5-Diones Using Hypervalent Iodine Oxidation

作者: Robert M. Moriarty , Indra Prakash , Raju Penrnasta

DOI: 10.1080/00397918708063918

关键词:

摘要: Abstract ARSTRACT: Hypervalent iodine oxidstion of 1,2-dicarhethoxy hydrazine (1) and 4-substituted urazoles (3) using iodobenzene diacetate or pentafluoroiodobenzene bis-trifluoroacetate in CH2Cl2 at room temperature proceeds smoothly to yield ethyl azodicarboxylate (2) 1,2,4-triazoline-3,5-diones (4) excellent yields.

参考文章(4)
R. Stollé, Über die Darstellung und Reaktionen von Azo-acyl-Verbindungen Berichte der deutschen chemischen Gesellschaft. ,vol. 45, pp. 273- 289 ,(1912) , 10.1002/CBER.19120450139
Robert M. Moriarty, Indra Prakash, The Reaction of Silyl Enol Ethers With Ethyl Azodicarboxylate and 4-Phenyl-1,2,4-Triazoline-3,5-Dione Synthetic Communications. ,vol. 15, pp. 649- 655 ,(1985) , 10.1080/00397918508063852
Martin Schmeisser, Kurt Dahmen, Peter Sartori, Perfluoracyloxy-Verbindungen des positiven Jods Chemische Berichte. ,vol. 100, pp. 1633- 1637 ,(1967) , 10.1002/CBER.19671000531
J. C. Stickler, W. H. Pirkle, An Improved Synthesis of 1,2,4-Triazoline-3,5-diones Journal of Organic Chemistry. ,vol. 31, pp. 3444- 3445 ,(1966) , 10.1021/JO01348A532