Three-Component Domino Acylation/Trifluoromethylation of Bicyclic Amidines

被引：3
|
作者：
Luo, Ziwei [1 ]
Chen, Jiahua [1 ]
Li, Mengwan [1 ]
Tsui, Gavin Chit [1 ]
机构：
[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
来源：
ORGANIC LETTERS | 2023年 / 25卷 / 30期
关键词：
TMSCF3; SYNTHESIS; DBU; FLUORINATION; CYCLIZATION/TRIFLUOROMETHYLATION; PERFLUOROALKYLATION; CATALYSIS;
D O I：
10.1021/acs.orglett.3c02050
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We herein describe a three-component reaction involvingbicyclic amidines such as DBN/DBU, acyl fluorides, and TMSCF3 for access to a novel class of N-acyl trifluoromethylatedbicyclic aminals. Under mild and operationally simple conditions,bicyclic amidines can undergo difunctionalization (acylation/trifluoromethylation)using readily available reagents. Further Lewis acid-promoted nucleophilicring-opening can lead to diverse products with quaternary carbon centerscontaining CF3. The corresponding pentafluoroethylationis also achieved by using TMSC2F5.
引用
收藏
页码：5656 / 5660
页数：5
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