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通过串联交叉脱氢偶联与原位脱保护反应,高区域选择性地对 BODIPY 染料进行α-甲酰化和α-酰化。

Highly regioselective α-formylation and α-acylation of BODIPY dyes via tandem cross-dehydrogenative coupling with in situ deprotection.

机构信息

The Key Laboratory of Functional Molecular Solids, Ministry of Education, School of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, China.

Department of Chemistry, KU Leuven (Katholieke Universiteit Leuven), Celestijnenlaan 200f, 3001 Leuven, Belgium.

出版信息

Org Biomol Chem. 2019 May 28;17(20):5121-5128. doi: 10.1039/c9ob00927b. Epub 2019 May 10.

Abstract

A metal-free C-H formylation and acylation of BODIPY dyes using a variety of dioxolane derivatives as aldehyde equivalents is reported, providing a postfunctionalization method for controllable synthesis of BODIPYs with carbonyl groups at 3,5-positions via a radical process. The photophysical properties of resultant dyes from this efficient one-pot, chemo- and site-selective transformation have been studied.

摘要

本文报道了一种无金属的 C-H 甲酰化和酰化 BODIPY 染料的方法,使用各种二氧戊环衍生物作为醛等价物,通过自由基过程提供了一种在 3,5-位可控合成具有羰基的 BODIPY 的后功能化方法。研究了这种高效一锅法、化学选择性和位点选择性转化所得染料的光物理性质。

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