Metal and Activating Group Free C-4 Alkylation of Isoquinolines via a Temporary Dearomatization Strategy.

Metal and Activating Group Free C-4 Alkylation of Isoquinolines via a Temporary Dearomatization Strategy.
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金属和激活组通过临时尊敬策略对等喹啉的无氧烷基化。

DOI:
10.1021/acs.orglett.2c04149
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发表时间:
2023-02-03
期刊:
影响因子:
5.2
通讯作者:
Donohoe, Timothy J.
Donohoe, Timothy J.
中科院分区:
化学1区
文献类型:
--
作者:
Day, Aaron J.;Jenkins, Timothy C.;Kischkewitz, Marvin;Christensen, Kirsten E.;Poole, Darren L.;Donohoe, Timothy J.

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本文报道了一种以苯甲酸为亲核试剂,乙烯基酮为亲电试剂的异喹啉C4烷基化反应的简便方法。该反应显示出对C-3和C-5-C-8位置处的取代的耐受性,以及允许乙烯基酮亲电体的一些变化。该产品含有羰基,可以作为进一步操作的合成手柄,得到酯,胺或简单的烷基产品。
A simple method for the C-4 alkylation of isoquinolines is described using benzoic acid as a nucleophilic reagent and vinyl ketones as an electrophile. The reaction shows tolerance for substitution at C-3, and C-5–C-8 positions as well as allowing some variation of the vinyl ketone electrophiles. The products contain a carbonyl that can act as a synthetic handle for further manipulations giving esters, amines, or simple alkyl products.
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