Hypervalent Iodine-Mediated Beckmann Rearrangement of Ketoximes

被引：21

作者：

Oishi, Ryohei ^{[1
]}

Segi, Kazutoshi ^{[1
]}

Hamamoto, Hiromi ^{[2
]}

Nakamura, Akira ^{[1
,3
]}

Maegawa, Tomohiro ^{[1
]}

Miki, Yasuyoshi ^{[1
,3
]}

机构：

[1] Kindai Univ, Sch Pharmaceut Sci, 3-4-1 Kowakae, Higashiosaka, Osaka 5778502, Japan

[2] Meijo Univ, Fac Agr, Tempaku Ku, 1-501 Shiogamaguchi, Nagoya, Aichi 4688502, Japan

[3] Ritsumeikan Univ, Res Ctr Drug Discovery & Pharmaceut Sci, Res Org Sci & Technol, 1-1-1 Nojihigashi, Kusatsu, Shiga 5258577, Japan

来源：

SYNLETT | 2018年 / 29卷 / 11期

基金：

日本学术振兴会;

关键词：

hypervalent iodine reagent; Beckmann rearrangement; oxime; amide; Lewis acid; INDOLECARBOXYLIC ACIDS; DECARBOXYLATIVE HALOGENATION; CHEMISTRY; REAGENTS; ARYL;

D O I：

10.1055/s-0037-1609686

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We developed a Beckmann rearrangement employing hypervalent iodine reagent under mild conditions. The reaction of ketoxime with hypervalent iodine afforded the corresponding ketone, but premixing of hypervalent iodine and a Lewis acid was effective for promoting Beckmann rearrangement. Aromatic and aliphatic ketoximes were converted into their corresponding amides in good to high yields.

引用

页码：1465 / 1468

页数：4

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