Endoperoxide Synthesis by Photocatalytic Aerobic [2+2+2] Cycloadditions

被引：83

作者：

Parrish, Jonathan D. ^{[1
]}

Ischay, Michael A. ^{[1
]}

Lu, Zhan ^{[1
]}

Guo, Song ^{[2
]}

Peters, Noel R. ^{[2
]}

Yoon, Tehshik P. ^{[1
]}

机构：

[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

[2] Univ Wisconsin, Small Mol Screening Facil, Paul P Carbone Canc Ctr, Wisconsin Inst Med Res, Madison, WI 53792 USA

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 06期

关键词：

VISIBLE-LIGHT PHOTOCATALYSIS; ELECTRON-TRANSFER PHOTOOXYGENATION; PEROXY NATURAL-PRODUCTS; PHOTOREDOX CATALYSIS; UNSATURATED HYDROPEROXIDES; MOLECULAR DIOXYGEN; CYCLIC PEROXIDES; ARTEMISININ; OMEGA-BIS(DIARYLETHENYL)ALKANES; 1,2-DIOXANES;

D O I：

10.1021/ol300428q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Structurally novel endoperoxides can be sythesized by the photocatalytic cyclotrimerization of bis(styrene) substrates with molecular oxygen. The optimal catalyst for this process is Ru(bpz)(3)(2+), which is a markedly more efficient catalyst for these photooxygention reactions than conventional organic photosensitizers. The 1,2-dioxolane products are amenable to synthetic manipulation and can be easily processed to 1,4-diols and gamma-hydroxyketones. An initial screen of the biological activity of these compounds reveals promising inhibition of cancer cell growth.

引用

页码：1640 / 1643

页数：4

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