Synthesis and Wittig olefination of (2-methyl-3-oxoisoindolin-1-yl)triphenylphosphonium tetrafluoroborate: facile access to 3-alkylidene-2-methylisoindolin-1-ones

IF 1.4 4区化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2024-01-02 DOI:10.1080/10426507.2023.2263131

Wenhua Huang , Yan-Hong Wang

引用次数: 0

Abstract

(2-Methyl-3-oxoisoindolin-1-yl)triphenylphosphonium tetrafluoroborate has been successfully synthesized from Ph₃PHBF₄ and 3-hydroxy-2-methylisoindolin-1-one. It undergoes smoothly Wittig olefination with a variety of aldehydes when using DBU or t-BuOK as a base to furnish 3-(alkylidene)-2-methyisoindolin-1-ones in 35–93% yields with the stereoselectivity being mostly favorable to (E)-isomer.

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(2-甲基-3-氧代异吲哚啉-1-基)三苯基膦四氟硼酸盐的合成和 Wittig 烯化反应：3-亚烷基-2-甲基异吲哚啉-1-酮的简便获取途径

(由 Ph3PHBF4 和 3-羟基-2-甲基异吲哚啉-1-酮成功合成了（2-甲基-3-异吲哚啉-1-基）三苯基磷四氟硼酸盐。当使用 DBU 或 t-BuOK 作为碱时，它能与多种醛顺利发生 Wittig 烯化反应，生成 3-（亚烷基）-2-甲基异吲哚啉-1-酮，产率为 35-93%，立体选择性主要有利于 (E)- 异构体。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Phosphorus, Sulfur, and Silicon and the Related Elements 化学-无机化学与核化学

CiteScore

2.60

自引率

7.70%

发文量

103

审稿时长

2.1 months

期刊介绍： Phosphorus, Sulfur, and Silicon and the Related Elements is a monthly publication intended to disseminate current trends and novel methods to those working in the broad and interdisciplinary field of heteroatom chemistry.