Base-promoted aerobic oxidation of N-alkyl iminium salts derived from isoquinolines and related heterocycles†,Green Chemistry

当前位置： X-MOL 学术 › Green Chem. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Base-promoted aerobic oxidation of N-alkyl iminium salts derived from isoquinolines and related heterocycles†
Green Chemistry ( IF 9.3 ) Pub Date : 2019-11-28 , DOI: 10.1039/c9gc03629f
Li-Gang Bai _{1,

2,

3,

4,

5} , Yue Zhou _{1,

2,

3,

4,

5} , Xin Zhuang _{1,

2,

3,

4,

5} , Liang Zhang _{1,

2,

3,

4,

5} , Jian Xue _{1,

2,

3,

4,

5} , Xiao-Long Lin _{1,

2,

3,

4,

5} , Tian Cai _{1,

2,

3,

4,

5} , Qun-Li Luo _{1,

2,

3,

4,

5}

Affiliation

Potassium tert-butoxide-promoted aerobic oxidation of N-alkyl iminium salts is reported. The reaction is atom-economical and environmentally friendly. Iminium salts derived from isoquinoline, quinoline, phenanthridine, phenanthroline, and phthalazine were successfully transformed into their corresponding unsaturated lactams with up to 95% yield under mild conditions in the absence of photocatalysts and metallic or organic catalysts. Owing to the general substrate scope, low cost, feasibility of scale up, wide availability of reagents, and green reaction conditions, this method shows great potential for preparing isoquinolones and related compounds. The method was applied for atom- and step-economical total synthesis of natural products such as norketoyobyrine.

中文翻译：

碱促进的由异喹啉和相关杂环衍生的N-烷基亚胺盐的好氧氧化†

钾叔丁醇促进的有氧氧化ñ -烷基亚铵盐报道。该反应是原子经济的和环境友好的。在没有光催化剂和金属或有机催化剂的条件下，在温和条件下，衍生自异喹啉，喹啉，菲啶，菲咯啉和酞嗪的亚胺盐成功地转化为它们相应的不饱和内酰胺，收率高达95％。由于一般的底物范围，低成本，扩大规模的可行性，试剂的广泛可获得性和绿色反应条件，该方法显示出制备异喹诺酮和相关化合物的巨大潜力。该方法适用于原子和步经济的天然产物（如去甲邻比丁林）的全合成。

更新日期：2020-01-02

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11