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一种用于3,4-二氢异喹啉的比施勒-纳皮耶拉尔斯基型合成方法。

A Method for Bischler-Napieralski-Type Synthesis of 3,4-Dihydroisoquinolines.

作者信息

Min Lin, Yang Weiguang, Weng Yunxiang, Zheng Weiping, Wang Xinyan, Hu Yuefei

机构信息

Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry , Tsinghua University , Beijing 100084 , P.R. China.

出版信息

Org Lett. 2019 Apr 19;21(8):2574-2577. doi: 10.1021/acs.orglett.9b00534. Epub 2019 Apr 8.

Abstract

A new method for the Bischler-Napieralski-type synthesis of 3,4-dihydroisoquinolines was developed by a TfO-promoted tandem annulation from phenylethanols and nitriles. Its success was mainly due to the fact that a phenonium ion was formed in the process and practically functioned as a stable and reactive primary phenylethyl carbocation.

摘要

通过三氟甲磺酸根促进的苯乙醇和腈的串联环化反应,开发了一种用于3,4-二氢异喹啉的比施勒-纳皮耶拉尔斯基型合成的新方法。其成功主要归因于在该过程中形成了苯鎓离子,并且实际上起到了稳定且具反应活性的伯苯乙基碳正离子的作用。

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