Rh(III)-Catalyzed Tandem Reaction Access to (Quinazolin-2-yl)methanone Derivatives from 2,1-Benzisoxazoles and α-Azido Ketones,The Journal of Organic Chemistry

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Rh(III)-Catalyzed Tandem Reaction Access to (Quinazolin-2-yl)methanone Derivatives from 2,1-Benzisoxazoles and α-Azido Ketones
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-08-08 , DOI: 10.1021/acs.joc.2c01214
Shan Liu ₁ , An-Jing Wang ₁ , Min Li ₁ , Jing Zhang ₁ , Guo-Dong Yin ₂ , Wen-Ming Shu _{1,

2} , Wei-Chu Yu ₁

Affiliation

A Rh(III)-catalyzed tandem reaction for the synthesis of (quinazolin-2-yl)methanone derivatives has been explored from 2,1-benzisoxazoles and α-azido ketones. The transformation involves Rh(III)-catalyzed denitrogenation of α-azido ketones, aza-[4 + 2] cycloaddition, ring opening, and dehydration aromatization processes. Notably, the aza-[4 + 2] cycloaddition of an imine rhodium complex intermediate with 2,1-benzisoxazoles is the key to this reaction.

中文翻译：

Rh(III)-催化串联反应从 2,1-苯并异恶唑和 α-叠氮基酮获得 (Quinazolin-2-yl)methanone 衍生物

已经探索了从 2,1-苯并异恶唑和 α-叠氮基酮合成 (quinazolin-2-yl)methanone 衍生物的 Rh(III) 催化的串联反应。该转化涉及 Rh(III) 催化的 α-叠氮基酮脱氮、氮杂-[4 + 2] 环加成、开环和脱水芳构化过程。值得注意的是，亚胺铑络合物中间体与 2,1-苯并异恶唑的氮杂-[4 + 2] 环加成反应是该反应的关键。

更新日期：2022-08-08

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