Redesign of a Pyrylium Photoredox Catalyst and Its Application to the Generation of Carbonyl Ylides

被引：62

作者：

Alfonzo, Edwin ^{[1
]}

Alfonso, Felix Steven ^{[2
]}

Beeler, Aaron B. ^{[1
]}

机构：

[1] Boston Univ, Dept Chem, Boston, MA 02215 USA

[2] Stanford Univ, Dept Chem, Stanford, CA 94305 USA

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 11期

基金：

美国国家科学基金会;

关键词：

ANTI-MARKOVNIKOV ADDITION; CATIONIC-POLYMERIZATION; CYCLOADDITION; ALKENES; STATE; ACIDS;

D O I：

10.1021/acs.orglett.7b01222

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the exploration into photoredox generation of carbonyl ylides from benzylic epoxides using newly designed 4-mesityl-2,6-diphenylpyrylium tetrafluoroborate (MDPT) and 4-mesityl-2,6-di-p-tolylpyrylium tetrafluoroborate (MD(p-tolyl)PT) catalysts. These catalysts are excited at visible wavelengths, are highly robust, and exhibit some of the highest oxidation potentials reported. Their utility was demonstrated in the mild and efficient generation of carbonyl ylides from benzylic epoxides that otherwise could not be carried out by current common photoredox catalysts.

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收藏

页码：2989 / 2992

页数：4

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