Tetrahedron letters

C–N bond formation followed by N–Cl bond breaking. One more and unexpected case of the formation of a hydroxamic group via heterolytic bond cleavage

IV Vrček, V Pilepić, S Uršić

Index: Vinkovic Vrcek, Ivana; Pilepic, Viktor; Ursic, Stanko Tetrahedron Letters, 2004 , vol. 45, # 4 p. 699 - 702

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Citation Number: 6

Abstract

An unexpected and previously unknown reaction sequence in the interactions of the acyl halides with nitrosobenzenes, which involves carbon–nitrogen bond formation followed by heterolytic nitrogen–chlorine bond cleavage giving the corresponding unsubstituted N- phenylalkylhydroxamic acids (or N-phenylarylhydroxamic acids) and chlorine as the products has been observed. The kinetic and other evidence obtained suggest that the ...