Oxidative cycloaddition of electron-deficient arenesulfonamides to hexa-1,5-diene

被引：10
|
作者：
Astakhova, V. V. [1 ]
Moskalik, M. Yu. [1 ]
Sterkhova, I. V. [1 ]
Shainyan, B. A. [1 ]
机构：
[1] Russian Acad Sci, Favorskii Irkutsk Inst Chem, Siberian Branch, Irkutsk 664033, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 51卷 / 06期
关键词：
TRANS-2,5-DISUBSTITUTED PYRROLIDINES; ASYMMETRIC-SYNTHESIS; HYDROAMINATION; SULFONAMIDES; INHIBITORS; ALKENES; LIGANDS; MCPS;
D O I：
10.1134/S1070428015060123
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of electron-deficient arenesulfonamides 4-XC6H4SO2NH2 (X = Cl, NO2) with hexa-1,5-diene in the oxidative system t-BuOCl-NaI afforded cis- and trans-isomeric 1-(arenesulfonyl)-2,5-bis(iodomethyl)pyrrolidines. The diastereoisomers were separated, and their structure was determined by NMR spectroscopy and X-ray analysis. No further cyclization of these compounds into 3,8-diazabicyclo[3.2.1]-octanes was observed.
引用
收藏
页码：888 / 892
页数：5
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