… iodine oxidative rearrangement of anthranilamides, salicylamides and some β-substituted amides: A new and convenient synthesis of 2-benzimidazolones, 2- …

O Prakash, H Batra, H Kaur, PK Sharma, V Sharma…

Index: Prakash; Batra; Kaur; Sharma; Singh; Moriarty Synthesis, 2001 , # 4 p. 541 - 543

Full Text: HTML

Citation Number: 24

Abstract

Abstract: Oxidation of anthranilamides, salicylamides and some b-substituted amides with iodobenzene diacetate in methanolic potassium hydroxide led to a new and convenient synthesis of 2-benzimidazolones, 2-benzoxazolones and related compounds, respectively. The reaction probably occurs via initial Hofmann-type rearrangement followed by intramolecular cyclization of intermediate isocyanate. Key words: hypervalent iodine, 2- ...