The dual alkylation of the C(sp3)-H bond of cyclic α-methyl-N-sulfonyl imines via the sequential condensation/hydride transfer/cyclization process

被引：21
|
作者：
Yuan, Kejin [1 ]
Dong, Fengying [1 ]
Yin, Xiangcong [2 ]
Li, Shuai-Shuai [1 ,3 ]
Wang, Liang [1 ,3 ]
Xu, Lubin [1 ]
机构：
[1] Qingdao Agr Univ, Coll Chem & Pharmaceut Sci, Qingdao 266109, Peoples R China
[2] Qingdao Univ, Affiliated Hosp, Hematol Diag Lab, Qingdao 266003, Shandong, Peoples R China
[3] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, Zhengzhou Rd 1153, Qingdao 266042, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2020年 / 7卷 / 23期
关键词：
ENANTIOSELECTIVE SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; ARYLBORONIC ACIDS; 4+2 CYCLOADDITION; FUNCTIONALIZATION; KETIMINES; ALDEHYDES; CASCADE; CYCLOCONDENSATION; CONSTRUCTION;
D O I：
10.1039/d0qo00972e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The dual alkylation of the C(sp(3))-H bond of cyclic alpha-methyl-N-sulfonyl imines has been achieved through the piperidine-promoted cascade condensation/[1,5]-hydride transfer/cyclization sequence from cyclic alpha-methyl-N-sulfonyl imines and o-aminobenzaldehydes in trifluoroethanol, providing structurally diverse 3-cyclic N-sulfonyl imine substituted tetrahydroquinolines in good yields with excellent diastereoselectivities.
引用
收藏
页码：3868 / 3873
页数：6
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