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通过α-溴代烯酮与α-溴代烯酰胺的还原交叉偶联直接合成官能化苯并环庚三烯酮、氮杂环庚烷和哌啶。

Direct access to functionalized benzotropones, azepanes, and piperidines by reductive cross-coupling of α-bromo enones with α-bromo enamides.

作者信息

Beng Timothy K, Sincavage Kayla, Silaire Ann Wens V, Alwali Amir, Bassler Daniel P, Spence Laura E, Beale Oliver

机构信息

Department of Chemistry, Susquehanna University, 514 University Avenue, Selinsgrove, PA 17870, USA.

出版信息

Org Biomol Chem. 2015 May 21;13(19):5349-53. doi: 10.1039/c5ob00517e.

Abstract

The synthesis of functionalized azepenes and piperidines bearing an α-cycloheptenone or benzotropone derivative has been accomplished through direct reductive cross-coupling of α-bromo eneformamides or enecarbamates with highly versatile α-bromo benzotropone derivatives, under cobalt catalysis. The coupling products have been further elaborated to other synthetically useful aza-heterocyclic frameworks.

摘要

在钴催化下,通过α-溴代烯甲酰胺或烯氨基甲酸酯与高度通用的α-溴代苯并环庚三烯酮衍生物直接还原交叉偶联,实现了带有α-环庚烯酮或苯并环庚三烯酮衍生物的功能化氮杂环庚三烯和哌啶的合成。偶联产物已进一步转化为其他具有合成用途的氮杂环框架。

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