We developed a temperature‐controlled intermolecular dearomative [5+1] spiroannulation and [5+2] cyclization of indoles with enynones, smoothly delivering a variety of spiroindolenines and dihydrocyclohepta[b]indolones under 40 °C and 80 °C, respectively. A three‐step cascade reaction was also realized by using OTBS or NHBoc containing enynones in the reaction with the indole under the identical condition. And a novel valuable highly‐oriented three‐dimensional indole‐based tetracyclic scaffold was produced in high yields with excellent diastereoselectivities. Additionally, various spiroindolines and spirooxindoles were facilely produced through simple operations. This highly efficient domino‐reaction represents an emblematic method for the preparation of indole‐based polycycles through the intermolecular pathway.

中文翻译：

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温控脱氧 [5+1] 螺旋化和形式 [5+2] 吲哚与烯酮的环化：螺-吲哚碱和二氢环庚 [b] 吲哚酮的发散合成


我们开发了一种温度控制的分子间脱氢 [5+1] 螺管化和吲哚与 enynones 的 [5+2] 环化，分别在 40 °C 和 80 °C 下顺利递送各种螺吲哚碱和二氢环庚[b] 吲哚酮。在相同条件下，在与吲哚反应中使用含有烯酮的 OTBS 或 NHBoc 也实现了三步级联反应。并以高产率和优异的非对映选择性生产了一种新的有价值的、高度定向的三维基于吲哚的四环支架。此外，通过简单的操作可以轻松生产各种螺吲哚啉和螺吲哚。这种高效的多米诺骨牌反应代表了一种通过分子间途径制备基于吲哚的多环的标志性方法。