Multicomponent Synthesis of Functionalized Tetrahydroacridinones: Insights into a Mechanistic Route

Tsai Wen Chung; Bharat D. Narhe; Chun Cheng Lin; Chung-Ming Sun

doi:10.1021/acs.orglett.5b02705

Multicomponent Synthesis of Functionalized Tetrahydroacridinones: Insights into a Mechanistic Route

Tsai Wen Chung, Bharat D. Narhe, Chun Cheng Lin, Chung-Ming Sun^*

^*此作品的通信作者

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摘要

A mechanistic study of three-component reactions of various aromatic amines with a number of aldehydes and 1,3-diones was achieved. The unprecedented reaction involved a nucleophilic attack of an aromatic amine on the in situ generated Michael adduct intermediate followed by six-electron ring cyclizations. It is contrary to the common belief that advocates involvement of coupling reactions between a Knoevenagel adduct and an aromatic amine to deliver substituted tetrahydroacridinones.

原文	English
頁（從 - 到）	5368-5371
頁數	4
期刊	Organic Letters
卷	17
發行號	21
DOIs	https://doi.org/10.1021/acs.orglett.5b02705
出版狀態	Published - 6 11月 2015

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AB - A mechanistic study of three-component reactions of various aromatic amines with a number of aldehydes and 1,3-diones was achieved. The unprecedented reaction involved a nucleophilic attack of an aromatic amine on the in situ generated Michael adduct intermediate followed by six-electron ring cyclizations. It is contrary to the common belief that advocates involvement of coupling reactions between a Knoevenagel adduct and an aromatic amine to deliver substituted tetrahydroacridinones.

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Multicomponent Synthesis of Functionalized Tetrahydroacridinones: Insights into a Mechanistic Route

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