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

页码：3868 / 3873

页数：6

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