Visible-light-driven spirocyclization of epoxides via dual titanocene and photoredox catalysis

被引：51

作者：

Lin, Shuangjie ^{[1
]}

Chen, Yuqing ^{[1
]}

Li, Fusheng ^{[1
]}

Shi, Caizhe ^{[1
]}

Shi, Lei ^{[1
]}

机构：

[1] Dalian Univ Technol, State Key Lab Fine Chem, Zhang Dayu Sch Chem, Dalian 116024, Peoples R China

来源：

CHEMICAL SCIENCE | 2020年 / 11卷 / 03期

关键词：

4-EXO CYCLIZATIONS; CARBOXYLATION; COMPLEXES; EFFICIENT; RADICALS; TOOL;

D O I：

10.1039/c9sc05601g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We describe the synergistic utilization of titanocene/photoredox dual catalysis driven by visible light for the radical opening/spirocyclization of easily accessible epoxyalkynes. This environmentally benign process uses the organic donor-acceptor fluorophore 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (4CzIPN) as a photocatalyst and Hantzsch ester (HE) as an electron donor instead of stoichiometric metallic reductants. The photocatalytic conditions showed exceptionally high reactivity for the synthesis of privileged and synthetically challenging spirocycles featuring a spiro all-carbon quaternary stereocenter. Cyclic voltammetry (CV) studies suggest that (Cp2TiCl)-Cl-III is the catalytically active species.

引用

收藏

页码：839 / 844

页数：6

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