Rhodium(III)-Catalyzed Diastereoselective Synthesis of 1-Aminoindanes via C-H Activation

被引：35

作者：

Han, Sang Hoon ^{[1
]}

Mishra, Neeraj Kumar ^{[1
]}

Jeon, Mijin ^{[1
]}

Kim, Saegun ^{[1
]}

Kim, Hyung Sik ^{[1
]}

Jung, Seung-Young ^{[2
]}

Jung, Young Hoon ^{[1
,2
]}

Ku, Jin-Mo ^{[2
]}

Kim, In Su ^{[1
]}

机构：

[1] Sungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea

[2] Gyeonggido Business & Sci Accelerator, Bioctr, Suwon 16229, South Korea

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2017年 / 359卷 / 22期

基金：

新加坡国家研究基金会;

关键词：

Aminoindanes; C-H Activation; Diastereoselectivity; Imines; Olefins; Rhodium; CATALYZED 3+2 ANNULATION; N-ACYL KETIMINES; AROMATIC IMINES; ANTICANCER ACTIVITY; ORTHO-ALKYLATION; BOND ACTIVATION; OLEFINS; CYCLIZATION; MALEIMIDES; 1,3-DIENES;

D O I：

10.1002/adsc.201701082

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The rhodium(III)-catalyzed cross-coupling reaction between N-sulfonyl aldimines and various olefins such as maleimides, fumarates, maleates, alpha,beta-unsaturated ketones, acrylate and nitroalkenes is described. This transformation efficiently leads to the diastereoselective synthesis of pharmacologically privileged 1-aminoindane derivatives via the CH alkylation followed by subsequent intramolecular cyclization. Notably, single diastereomers in all cases were observed, and the relative stereochemistry of products was confirmed by the X-ray crystallographic data.

引用

页码：3900 / 3904

页数：5

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