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

被引：4
|
作者：
Day, Aaron J. [1 ]
Jenkins, Timothy C. [1 ]
Kischkewitz, Marvin [1 ]
Christensen, Kirsten E. [1 ]
Poole, Darren L. [2 ]
Donohoe, Timothy J. [1 ]
机构：
[1] Univ Oxford, Dept Chem, Chem Res Lab, Mansfield Rd, Oxford OX1 3TA, England
[2] GlaxoSmithKline Med Res Ctr, Discovery High Throughput Chem, Med Chem, Gunnels Wood Rd, Stevenage SG1 2NY, Herts, England
来源：
ORGANIC LETTERS | 2023年
基金：
英国工程与自然科学研究理事会;
关键词：
ARYLATION;
D O I：
10.1021/acs.orglett.2c04149
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：614 / 618
页数：5
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