Direct Synthesis of Trisubstituted Isoxazoles through Gold-Catalyzed Domino Reaction of Alkynyl Oxime Ethers

被引：136

作者：

Ueda, Masafumi ^{[1
]}

Sato, Aoi ^{[1
]}

Ikeda, Yuki ^{[1
]}

Miyoshi, Tetsuya ^{[1
]}

Naito, Takeaki ^{[1
]}

Miyata, Okiko ^{[1
]}

机构：

[1] Kobe Pharmaceut Univ, Higashinada Ku, Kobe, Hyogo 6588558, Japan

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 11期

关键词：

ONE-POT SYNTHESIS; HIGHLY SUBSTITUTED ISOXAZOLES; ELECTROPHILIC CYCLIZATION; INTRAMOLECULAR CARBOALKOXYLATION; 3,5-DISUBSTITUTED ISOXAZOLES; FUSED INDOLES; PLATINUM; CYCLOISOMERIZATION; HETEROCYCLES; REARRANGEMENT;

D O I：

10.1021/ol100803e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alkynyl oxime ether underwent a gold-catalyzed domino reaction involving cyclization and subsequent Claisen-type rearrangement to afford trisubstituted isoxazoles in a direct, efficient, and regioselective manner. The products were successfully applied to the synthesis of unusual heterocycles as an illustration of the potential utility of the reaction.

引用

页码：2594 / 2597

页数：4

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