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Photocatalytic deaminative benzylation and alkylation of tetrahydroisoquinolines with N-alkylpyrydinium salts
Beilstein Journal of Organic Chemistry ( IF 2.2 ) Pub Date : 
David Schönbauer, Carlo Sambiagio, Timothy Noël and Michael Schnürch

Abstract

A ruthenium-catalyzed photoredox coupling of substituted N-aryltetrahydroisoquinolines (THIQs) and different bench-stable pyridinium salts was successfully developed to give fast access to 1-benzyl-THIQs. Furthermore, secondary alkyl and allyl groups were also successfully introduced via the same method. Additionally, the typically applied N-phenyl group in the THIQ substrate could be replaced by the cleavable p-methoxyphenyl (PMP) group and successful N-deprotection was demonstrated.

Beilstein J. Org. Chem. 2020, 16, 809–817. doi:10.3762/bjoc.16.74



中文翻译:

N-烷基吡啶鎓盐对四氢异喹啉的光催化脱氨基苄基化和烷基化

摘要

成功开发了钌催化的取代N-芳基四氢异喹啉(THIQs)和不同的台式稳定吡啶鎓盐的光氧化还原偶联,从而可以快速获得1-苄基-THIQ。此外,还通过相同方法成功地引入了仲烷基和烯丙基。此外,THIQ底物中通常使用的N-苯基可以被可裂解的甲氧基苯基(PMP)基团取代,并证明了成功的N-脱保护作用。

Beilstein J. Org。化学 2020年, 16, 809-817。doi:10.3762 / bjoc.16.74

更新日期:2020-04-21
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