Efficient Amide Formation from Non-Activated Cyclopropyl Ester via Acyl Fluoride Generation Using Hypervalent Iodine(III) Reagent and Selectfluor

被引：5

作者：

Choi, Eun-Sol ^{[1
]}

Jeong, Hee-Chan ^{[1
]}

Han, Ye-Lin ^{[1
]}

Lee, Hyo-Jun ^{[1
]}

Maruoka, Keiji ^{[2
,3
]}

机构：

[1] Kunsan Natl Univ, Dept Chem, Gunsan 54150, South Korea

[2] Kyoto Univ Sakyo, Grad Sch Pharmaceut Sci, Kyoto 6068501, Japan

[3] Guangdong Univ Technol, Sch Chem Engn & Light Ind, Guangzhou 510006, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 12卷 / 09期

关键词：

acyl fluoride; ester activation; hypervalent iodine (III) species; Selectfluor; amide formation; CATALYZED DIRECT AMIDATION; PEPTIDE COUPLING REAGENTS; CARBOXYLIC-ACIDS; BOND FORMATION; CLEAVAGE;

D O I：

10.1002/ajoc.202300333

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and unique activation method for esters possessing a non-activated cyclopropyl moiety as a potential activating group is developed for acyl fluoride generation using a hypervalent iodine(III) reagent and Selectfluor. The resulting acyl fluoride, which is a versatile synthetic intermediate, was smoothly transformed into the various carbonyl compounds, in particular, amides. This protocol can be applied to the chemoselective activation of diester compounds.

引用

页数：6

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