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钯/光诱导羰基交叉偶联促进的碘化烷基和硼酸芳基合成烷基芳基酮。

Synthesis of alkyl aryl ketones by Pd/light induced carbonylative cross-coupling of alkyl iodides and arylboronic acids.

机构信息

Department of Chemistry, Graduate School of Science, Osaka Prefecture University , Sakai, Osaka 599-8531, Japan.

出版信息

Org Lett. 2013 Jun 21;15(12):3142-5. doi: 10.1021/ol401363t. Epub 2013 Jun 3.

Abstract

Alkyl aryl ketones were synthesized by the carbonylative cross-coupling reaction of alkyl iodides and arylboronic acids under combined Pd/light conditions. In this reaction, it is likely that an acylpalladium species would be formed via carbonylation of the alkyl radical, which would then undergo transmetalation of an arylboronic acid to give the corresponding acyl(aryl)palladium species, ready to undergo reductive elimination to yield the alkyl aryl ketone.

摘要

通过在钯/光照条件下,碘化烷基和硼酸芳基的羰基交叉偶联反应合成了芳基烷基酮。在该反应中,可能通过烷基自由基的羰基化形成酰基钯物种,然后通过芳基硼酸进行transmetalation 反应生成相应的酰基(芳基)钯物种,然后进行还原消除反应生成芳基烷基酮。

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