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芳基取代的丙二烯与DMAD的分子间顺序[4 + 2] -环加成-芳构化反应,生成菲和萘衍生物。

Intermolecular sequential [4 + 2]-cycloaddition-aromatization reaction of aryl-substituted allenes with DMAD affording phenanthrene and naphthalene derivatives.

作者信息

Jiang Xuefeng, Kong Wangqing, Chen Jie, Ma Shengming

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, PR China.

出版信息

Org Biomol Chem. 2008 Oct 7;6(19):3606-10. doi: 10.1039/b808767a. Epub 2008 Jul 31.

DOI:10.1039/b808767a
PMID:19082163
Abstract

An efficient entry to phenanthrene and naphthalene derivatives through intermolecular sequential [4 + 2]-cycloaddition-aromatization reactions of aryl-substituted allenes with DMAD in the absence of any catalyst was discovered. In this reaction the aromatic ring and the adjacent carbon-carbon double bond of the allene unit acted as the 1,3-diene.

摘要

在无任何催化剂的情况下,通过芳基取代丙二烯与DMAD的分子间顺序[4 + 2]-环加成-芳构化反应,发现了一种有效合成菲和萘衍生物的方法。在该反应中,丙二烯单元的芳环和相邻的碳-碳双键充当1,3-二烯。

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