Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4

被引：26

作者：

Schoch, Timothy D. ^{[1
]}

Mondal, Mukulesh ^{[1
]}

Weaver, Jimmie D. ^{[1
]}

机构：

[1] Oklahoma State Univ, Dept Chem, Stillwater, OK 74078 USA

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 05期

基金：

美国国家卫生研究院;

关键词：

SODIUM-BOROHYDRIDE; PENTAFLUOROPYRIDINE; SUBSTITUTION;

D O I：

10.1021/acs.orglett.0c04305

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Presented is an economical means of removing fluorine from various highly fluorinated arenes using NaBH4. The procedure was adapted for different classes of perfluoroarenes. A novel isomer of an emerging class of organic dyes based on the carbazole phthalonitrile motif was succinctly synthesized in two steps from tetrafluorophthalonitrile, demonstrating the utility of the hydrodefluorination procedure. Initial exploration of the dye shows it to be photoactive and capable of facilitating contrathermodynamic styrenoid E/Z isomerization.

引用

页码：1588 / 1593

页数：6

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