Palladium-catalyzed aryl halide carbonylation-intramolecular O-enolate acylation: efficient isocoumarin synthesis, including the synthesis of thunberginol A.

Palladium-catalyzed aryl halide carbonylation-intramolecular O-enolate acylation: efficient isocoumarin synthesis, including the synthesis of thunberginol A.
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DOI:
10.1039/b917839b
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发表时间:
2009-11
影响因子:
4.9
通讯作者:
Andrew C. Tadd;M. Fielding;M. Willis
Andrew C. Tadd;M. Fielding;M. Willis
中科院分区:
化学2区
文献类型:
--
作者:
Andrew C. Tadd;M. Fielding;M. Willis

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一系列的曝光?-将(邻卤代芳基)取代的酮与钯催化的羰基化条件反应导致形成相应的异香豆素。CO的气球压力足以实现高产率的反应,并且环状酮和无环酮都是有效的底物。该方法的实用性通过天然产物thunberginol A的简短合成来说明。
Exposure of a series of ?-(o-haloaryl)-substituted ketones to palladium-catalyzed carbonylation conditions leads to the formation of the corresponding isocoumarins. Balloon pressure of CO is sufficient to achieve high yielding reactions, and both cyclic and acyclic ketones are efficient substrates. The utility of the method is illustrated by a short synthesis of the natural product thunberginol A.