Practical Synthesis of α,α-Dibromo Esters from Aldehydes.

Autor: Iwata T; Institute for Materials Chemistry and Engineering, Kyushu University, 6-1 Kasugako-en, Kasuga, Fukuoka 816-8580, Japan., Hatae K; Interdisciplinary Graduate School of Engineering Sciences, Kyushu University, 6-1 Kasugako-en, Kasuga, Fukuoka 816-8580, Japan., Shindo M; Institute for Materials Chemistry and Engineering, Kyushu University, 6-1 Kasugako-en, Kasuga, Fukuoka 816-8580, Japan.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2024 Jul 19; Vol. 89 (14), pp. 10384-10387. Date of Electronic Publication: 2024 Jul 09.
DOI: 10.1021/acs.joc.4c01078
Abstrakt: Herein, we report an efficient and practical method for synthesizing α,α-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.
Databáze: MEDLINE