Practical Synthesis of α,α-Dibromo Esters from Aldehydes

被引：1

作者：

Iwata, Takayuki ^{[1
]}

Hatae, Kiichi ^{[2
]}

Shindo, Mitsuru ^{[1
]}

机构：

[1] Kyushu Univ, Inst Mat Chem & Engn, Kasuga, Fukuoka 8168580, Japan

[2] Kyushu Univ, Interdisciplinary Grad Sch Engn Sci, Kasuga, Fukuoka 8168580, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 14期

关键词：

STEREOSELECTIVE OLEFINATION; SELECTIVE OLEFINATION; REDUCTIVE LITHIATION; YNOLATE ANIONS; ALPHA-BROMO; KETONES; CYCLOADDITION; CONVERSION;

D O I：

10.1021/acs.joc.4c01078

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we report an efficient and practical method for synthesizing alpha,alpha-dibromo esters, which are the precursors of ynolates, through the dibromination of aldehydes followed by oxidative esterification using iodine. Our method was successfully employed in a large-scale synthesis to yield more than 30 g of dibromo esters. These two steps can be performed in a one-pot manner, which makes the method adaptable even for aldehydes having low boiling points.

引用

页码：10384 / 10387

页数：4

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