Fe‐Catalyzed Pictet‐Spengler‐Type Cyclization via Selective Four‐Electron Reductive Functionalization of CO2,Chinese Journal of Chemistry

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Fe‐Catalyzed Pictet‐Spengler‐Type Cyclization via Selective Four‐Electron Reductive Functionalization of CO2
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2020-10-18 , DOI: 10.1002/cjoc.202000521
Wen‐Duo Li _{1,

2} , Jie Chen ₁ , Dao‐Yong Zhu ₁ , Ji‐Bao Xia _{1,

2}

Affiliation

Herein, we describe a novel catalytic Pictet‐Spengler‐type cyclization using CO₂ as a nontoxic and sustainable C1 feedstock with environmentally benign and non‐precious‐metal iron as catalyst. The reaction is achieved by selective four‐electron reduction of CO₂ into methylene level intermediate through carefully tuning the reaction parameters. A variety of tetrahydro‐β‐carbolines and other nitrogen‐containing heterocycles can be easily obtained under mild conditions. Mechanistic studies have shown that tetrahydro‐β‐carbolines are probably obtained via spiroindolenine intermediates.

中文翻译：

铁通过选择性四电子还原功能化CO催化的Pictet-Spengler型环化

在本文中，我们描述了一种新颖的Pictet-Spengler型催化式环化反应，该反应使用CO ₂作为无毒且可持续的C1原料，对环境无害且非贵金属铁作为催化剂。通过仔细调节反应参数，将CO ₂选择性四电子还原为亚甲基级中间体，可以实现反应。在温和的条件下，很容易获得各种四氢-β-咔啉和其他含氮杂环。机理研究表明，四氢-β-咔啉可能是通过螺环吲哚烯中间体获得的。

更新日期：2020-10-18

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