2, 4, 6, 8-Tetraiodoglycoluril in sulfuric acid as a new powerful reagent for iodination of deactivated arenes

VK Chaikovski, VD Filimonov, AY Yagovkin…

Index: Chaikovski; Filimonov; Yagovkin; Kharlova Tetrahedron Letters, 2000 , vol. 41, # 47 p. 9101 - 9104

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Citation Number: 31

Abstract

Iodoarenes are valuable, versatile synthetic intermediates and have found wide applications in medicine and biochemistry. 1 However, the electrophilic nature of iodine is weaker than bromine and chlorine. For this and other reasons, there are only a limited number of methods for direct iodination of deactivated aromatics. Some arenes with electron-withdrawing substituents can be iodinated by I 2 /HNO 3 /H 2 SO 4 /AcOH, 2 I 2 /Ag 2 SO 4 /H 2 SO 4 , 3 I 2 /oleum, 4 I 2 ...