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通过 Brønsted 酸催化的丙二烯与取代苯酚或苯甲醚的缩合反应合成取代香豆素。

Synthesis of substituted coumarins via Brønsted acid mediated condensation of allenes with substituted phenols or anisoles.

机构信息

Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea.

出版信息

J Org Chem. 2012 Aug 3;77(15):6530-7. doi: 10.1021/jo301086k. Epub 2012 Jul 19.

DOI:10.1021/jo301086k
PMID:22793871
Abstract

Coumarins were obtained from the condensation of electron-rich arenes with allenes in the presence of TfOH in good yield. Depending on the substituent pattern of allenes employed, the general synthetic method of 4-substituted and 3,4-disubstituted 3-arylcoumarins has been developed. Readily available allenes were employed as the three-carbon atom sources constituting the coumarin skeleton.

摘要

香豆素是通过在三氟甲磺酸（TfOH）存在下，富电子芳烃与丙二烯的缩合反应得到的，产率良好。根据所使用丙二烯的取代模式，开发了 4-取代和 3,4-二取代 3-芳基香豆素的通用合成方法。我们使用了易于获得的丙二烯作为构成香豆素骨架的三碳原子源。

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