Aromatic allylation via diazotization: Metal-free C-C bond formation

被引：26
|
作者：
Ek, F
Axelsson, O
Wistrand, LG
Frejd, T
机构：
[1] Lund Univ, Ctr Chem, S-22100 Lund, Sweden
[2] Amersham Hlth R&D AB, Medeon Malmo, S-20512 Malmo, Sweden
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 18期
关键词：
D O I：
10.1021/jo0258103
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new method for the synthesis of allyl aromatic compounds not involving any metal-containing reagent or catalyst has been developed. Arylamines substituted with a large number of different substituents were converted via diazotizative deamination with tert-butyl nitrite in allyl bromide and acetonitrile to the corresponding allyl aromatic compounds. The allylation reaction was found to be suitable for larger scale synthesis due to short reaction times, a nonextractive workup, and robustness toward moisture, air, and type of solvent.
引用
收藏
页码：6376 / 6381
页数：6
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