The N-heterocyclic carbene/photo-cocatalyzed oxidative Smiles rearrangement of O-aryl salicylaldehydes was developed. Both electron-deficient and electron-rich aryls worked well as migrating groups, giving the corresponding aryl salicylates in good yields. This reaction features formation of two new C-O bonds and one C-O bond cleavage via metal-free oxidation of the Breslow intermediate using oxygen as the terminal oxidant and following the Smiles rearrangement under photocatalysis.

中文翻译：

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N-杂环卡宾/光共催化的氧化Smiles重排：由O-芳基水杨醛合成芳基水杨酸酯。

开发了N-杂环卡宾/光共催化的O-芳基水杨醛的氧化Smiles重排。缺电子的和富电子的芳基均能很好地作为迁移基团，以高收率得到相应的芳基水杨酸酯。该反应的特征是通过使用氧气作为末端氧化剂并在光催化下进行Smiles重排后，通过Breslow中间体的无金属氧化形成两个新的CO键和一个CO键断裂。