An unprecedented dearomatization of indoles with diazoesters has been developed via cationic gold(I) catalysis. The functionalization selectively occurs at the C3-position to deliver methylene indole derivatives in good yields with excellent Z-selectivity, demonstrating unusual reactivity and selectivity compared with other noble metal catalysis. Importantly, simply followed by silica gel adsorption, an unprecedented metal-free aerobic oxidation occurs for indoles bearing N-electron donating substituents, providing a novel and efficient approach towards 3-substituted indolin-2-ones with a newly formed quaternary stereocenter in excellent stereoselectivity. Notably, these processes afford direct and selective access to a variety of valuable intermediates from abundant feedstock chemicals.

中文翻译：

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金催化的立体选择性脱芳香化反应/无金属需氧氧化：可接触3-取代的二氢吲哚/羟吲哚†

已经通过阳离子金（I）催化开发了重氮化合物使吲哚空前的脱芳香化作用。功能化选择性地发生在C3位置，以高收率和优异的Z传递亚甲基吲哚衍生物-选择性，与其他贵金属催化相比，显示出不同寻常的反应性和选择性。重要的是，简单地进行硅胶吸附之后，带有N电子给体取代基的吲哚会发生前所未有的无金属需氧氧化，从而为新颖的季铵立体中心具有优异立体选择性的3-取代的吲哚-2-酮提供了一种新颖而有效的方法。 。值得注意的是，这些方法提供了从丰富的原料化学物质中直接和选择性地获得各种有价值的中间体的途径。