α-Diketone Formation Accompanied by Oxidation of Sulfur Functional Group by the Reaction of o-Alkynylarenesulfoxide with Iodine

被引：7

作者：

Matsumoto, Shoji ^{[1
]}

Shibata, Hiroyuki ^{[1
]}

Akazome, Motohiro ^{[1
]}

机构：

[1] Chiba Univ, Grad Sch Engn, Dept Appl Chem, Inage Ku, Chiba 2638522, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 04期

关键词：

ELECTROPHILIC CYCLIZATION; EFFICIENT SYNTHESIS; TERMINAL ALKYNES; DERIVATIVES; IODOCYCLIZATION; NAPHTHALENES; QUINOLINES; SULFOXIDE; BENZIL;

D O I：

10.1021/jo3023186

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of o-alkynylarenesulfoxide with iodine was investigated in detail, revealing functionalities of the formation of alpha-diketones with sulfenyl, sulfinyl, and sulfonyl. Additives can change the ratio of products to give medium-to-excellent yields. Results show that water is taken into only sulfonyl compound and that other oxygen atoms constructed in the products are presumably derived from sulfoxide of the starting material and molecular oxygen.

引用

页码：1650 / 1654

页数：5

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