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通过钯催化邻卤代联芳基的环羰基化反应合成芴-9-酮。

Synthesis of fluoren-9-ones via palladium-catalyzed cyclocarbonylation of o-halobiaryls.

作者信息

Campo M A, Larock R C

机构信息

Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.

出版信息

Org Lett. 2000 Nov 16;2(23):3675-7. doi: 10.1021/ol006585j.

DOI:10.1021/ol006585j
PMID:11073673
Abstract

The synthesis of various substituted fluoren-9-ones has been accomplished by a novel palladium-catalyzed cyclocarbonylation of o-halobiaryls. The cyclocarbonylation of 4'-substituted-2-iodobiphenyls produces very high yields of 2-substituted fluoren-9-ones bearing either electron-donating or electron-withdrawing substituents. 3'-Substituted 2-iodobiphenyls afford in excellent yields with good regioselectivity 3-substituted fluoren-9-ones. This chemistry has been successfully extended to polycyclic and heterocyclic fluorenones.

摘要

通过一种新型的钯催化邻卤代联芳基环羰基化反应,实现了各种取代芴-9-酮的合成。4'-取代-2-碘联苯的环羰基化反应能以非常高的产率生成带有供电子或吸电子取代基的2-取代芴-9-酮。3'-取代的2-碘联苯能以优异的产率和良好的区域选择性得到3-取代芴-9-酮。这种反应化学已成功扩展到多环和杂环芴酮。

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Org Lett. 2000 Nov 16;2(23):3675-7. doi: 10.1021/ol006585j.
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Synthesis of fluoren-9-ones by the palladium-catalyzed cyclocarbonylation of o-halobiaryls.通过钯催化邻卤代联芳基的环羰基化反应合成芴-9-酮。
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