Diastereoselective Synthesis of Dispiropyrrolidinyloxindoles via DBU-Promoted [3+2]-Cycloaddition of Cyclic Pyridinium Ylides and α,β-Unsaturated Ketones

被引：2

作者：

Liang, Xiayu ^{[1
]}

Wang, Bingren ^{[1
]}

Sun, Jiayang ^{[1
]}

Li, Yaqi ^{[2
]}

Zeng, Qingle ^{[1
]}

机构：

[1] Chengdu Univ Technol, Coll Mat Chem & Chem Engn, State Key Lab Geohazard Prevent & Geoenvironm Prot, Chengdu 610059, Peoples R China

[2] Hunan Normal Univ, Coll Life Sci, Natl & Local Joint Engn Lab Anim Peptide Drug Dev, Changsha 410012, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 12卷 / 01期

关键词：

3+2]-cycloaddition; alpha; beta-unsaturated ketones; dispiropyrrolidinyloxindoles; DBU; pyridinium ylides; FACILE SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; AZOMETHINE YLIDES; ANTICANCER; ANTIMYCOBACTERIAL; CONSTRUCTION; POTENT;

D O I：

10.1002/ajoc.202200681

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel [3+2]-cycloaddition reaction of cyclic pyridinium ylides and alpha,beta-unsaturated ketones derived from indanones for the synthesis of dispiropyrrolidinyloxindoles is described herein. Various types of dispiropyrrolidinyloxindoles can be conveniently accessed with moderate to good yields and up to > 99 : 1 dr from easily available pyridinium salts which bear an electron-withdrawing group on the pyridine ring under mild conditions for short reaction time.

引用

页数：6

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