Asymmetric synthesis of 4-aryl dihydroisoquinolin-3-ones and 2-aryl morpholin-3-ones using AgOTf-activated α-bromo arylacetate

被引:7
作者
Hong, Su Kyung [1 ]
Park, Wongi [1 ]
Park, Yong Sun [1 ]
机构
[1] Konkuk Univ, Dept Chem, Seoul, South Korea
关键词
Lactams; Dynamic resolution; Crystallization induced dynamic; Resolution; Friedel-Crafts alkylation; Asymmetric synthesis; ALKYLATION; DICLOFENSINE; SUBSTITUTION; PROTONATION; RESOLUTION; CHEMISTRY; BIOLOGY; DRUG;
D O I
10.1016/j.tet.2019.130841
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel asymmetric synthetic strategy to prepare 4-aryl-dihydroisoquinolinones has been developed through a highly regioselective Friedel-Crafts alkylation of benzylamine derivatives with (alpha R)-alpha-bromo arylacetates and subsequent facile lactamization. In addition, an efficient asymmetric synthesis of 2-aryl morpholinones is demonstrated with 2-aminoethanol derivatives using the same convenient substitution-lactamization protocol. (C) 2019 Elsevier Ltd. All rights reserved.
引用
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页数:7
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