Diels-Alder reactions of vinyl fluorides with 1,3-diphenylisobenzofuran

被引：42

作者：

Ernet, T ^{[1
]}

Haufe, G ^{[1
]}

机构：

[1] UNIV MUNSTER,INST ORGAN CHEM,D-48149 MUNSTER,GERMANY

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 40期

关键词：

D O I：

10.1016/0040-4039(96)01643-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha-Fluorostyrenes synthesized from substituted styrenes by a two-step bromofluorination-dehydrobromination procedure and the E/Z-isomers of beta-fluorostyrene do react in thermal [4+2]-cycloadditions with the super diene 1,3-diphenylisobenzofuran. alpha-Fluorostyrenes are less reactive and the endo/exo ratio is decreased in all cases compared to the parent olefins. Both electron donating and electron withdrawing substituents in the aromatic ring of alpha-fluorostyrenes accelerate the reaction rate, suggesting a neutral Diels-Alder reaction. Copyright (C) 1996 Published by Elsevier Science Ltd

引用

页码：7251 / 7252

页数：2

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