Electrochemical Cyclization of Alkynyl Enaminones: Controllable Synthesis of Indeno[1,2-c]pyrroles or Indanones,The Journal of Organic Chemistry

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Electrochemical Cyclization of Alkynyl Enaminones: Controllable Synthesis of Indeno[1,2-c]pyrroles or Indanones
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-08-04 , DOI: 10.1021/acs.joc.2c01373
Yulei Zhao ₁ , Yuhang Fan ₁ , Xiaohan Meng ₁ , Xin Kang ₁ , Zhongyin Ji ₁ , Shina Yan ₁ , Laijin Tian ₁

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We report an electrochemical intramolecular [3 + 2] cyclization of alkynyl enaminones in a user-friendly undivided cell under constant current conditions without an oxidant and catalyst, and indeno[1,2-c]pyrrole derivatives could be obtained in good to excellent yields. Notably, preliminary substituent-controlled selective transformation is also achieved under electrocatalysis alone, and indeno[1,2-c]pyrrole (R⁴ ≠ H) or indanone derivatives (R⁴ = H) could be prepared directly under electrocatalysis without adding a base and heating process.

中文翻译：

炔基烯胺酮的电化学环化：茚并[1,2-c]吡咯或茚满酮的可控合成

我们报告了在没有氧化剂和催化剂的恒定电流条件下，在用户友好的未分裂电池中，炔基烯胺酮的电化学分子内 [3 + 2] 环化，并且可以以良好至优异的产率获得茚并[1,2- c ]吡咯衍生物. 值得注意的是，仅在电催化下也可以实现初步的取代基控制的选择性转化，并且可以在不添加碱的情况下直接在电催化下制备茚并[1,2- c ]吡咯（R ⁴ ≠ H）或茚满酮衍生物（R ⁴ = H）和加热过程。

更新日期：2022-08-04

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