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Radical oxidation of amides and related compounds with hypervalent tert-butylperoxyiodanes: Synthesis of imides and tert-butylperoxyamide acetals

M Ochiai, D Kajishima, T Sueda

文献索引：Ochiai, Masahito; Kajishima, Daisuke; Sueda, Takuya Tetrahedron Letters, 1999 , vol. 40, # 30 p. 5541 - 5544

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被引用次数: 36

摘要

tert-Butylperoxyiodane undergoes oxidation of the methylene groups α to the nitrogen atom of amides (or carbamates) yielding imides or tert-butylperoxyamide acetals, depending on the reaction conditions. A proposed mechanism involves generation of carbon-centered radicals α to the nitrogen atom.