Functionalization of the 4,4-difluoro-4-bora-3a, 4a-diaza-s-indacene (BODIPY) core

被引：150

作者：

Li, Lingling ^{[1
]}

Nguyen, Binh ^{[1
]}

Burgess, Kevin ^{[1
]}

机构：

[1] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 10期

关键词：

D O I：

10.1016/j.bmcl.2007.10.103

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The new BODIPY systems 1 and 2 were prepared and then used as substrates to explore SNAr and F-B displacement reactions. Chloride was easily displaced from 1 by a piperidine/ester, methylmagnesium bromide selectively displaced fluoride, and cyanide could attack both sites. System 2 readily added soft nucleophiles to the electrophilic carbon atoms, providing a new method for bioconjugation of BODIPYs to proteins while also introducing a 19 F probe. (c) 2007 Elsevier Ltd. All rights reserved.

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页码：3112 / 3116

页数：5

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