Facile syntheses of 2,2-dimethyl-6-(2-oxoalkyl)-1,3-dioxin-4-ones and the corresponding 6-substituted 4-hydroxy-2-pyrones

被引：42

作者：

Katritzky, AR ^{[1
]}

Wang, ZQ ^{[1
]}

Wang, MY ^{[1
]}

Hall, CD ^{[1
]}

Suzuki, K ^{[1
]}

机构：

[1] Univ Florida, Ctr Heterocycl Cpds, Dept Chem, Gainesville, FL 32611 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 12期

关键词：

D O I：

10.1021/jo050307m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of 2,2-dimethyl-6-(2-oxoalkyl)-1,3-dioxin-4-ones 5a-l and the corresponding 6-substituted 4-hydroxy-2-pyrones 3a-l were prepared in high yields under mild reaction conditions by the reaction of 2,2,6-trimethyl-1,3-dioxin-4-one 4 with 1-acylbenzotriazoles 9 in the presence of LDA followed by thermal cyclization of 5a-l to 3a-1. Synthesis of novel 6-(1-benzoylalkyl)-2,2-dimethyl-1,3-dioxin-4-ones 12a-c was achieved by alkylation of dioxinone 5a and their subsequent cyclization gave 5-alkyl-4-hydroxy-2-pyrones 13a-c.

引用

页码：4854 / 4856

页数：3

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