Tetrahedron Letters

Zinc (II) promoted conversion of aryltriazenes to aryl iodides and aryl nitriles

TB Patrick, T Juehne, E Reeb, D Hennessy

Index: Patrick, Timothy B.; Juehne, Thomas; Reeb, Elmer; Hennessy, Daniel Tetrahedron Letters, 2001 , vol. 42, # 21 p. 3553 - 3554

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Citation Number: 16

Abstract

Aryltriazenes react with zinc perchlorate/zinc cyanide to produces arylnitriles and react with zinc iodide to produce aryliodides. The reaction mechanism involves aryl radicals that have been trapped by addition to propenenitriles in a good preparative Meerwein arylation process.

~79%

~67%

~32%

~53%

~56%

~57%

~70%

~44%

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