2-Methoxyalkanoic acids were found to undergo consecutive decarbonylative α,α-diarylation in P2O5-MsOH instead of Friedel-Crafts type arylation on the carbonyl carbon. The influence of the substituents of the arenes and the carboxylic acids in this reaction was elucidated based on the reaction yields. The reaction behavior was found to be primarily governed by the electron-withdrawing/releasing property
发现2-甲氧基链烷酸在P 2 O 5 -MsOH中经历连续的脱羰基α,α-二芳基化,而不是在羰基碳上进行Friedel-Crafts型芳基化。基于反应产率,阐明了芳烃和羧酸的取代基在该反应中的影响。发现反应行为主要受羧酸上α-取代基的吸电子/释放性能以及芳烃的正种接受能力支配。已显示出空间位阻参与确定反应的可行性,并将其作为次要因素。
Decarbonylative diarylation reaction of N -tosylated α-amino acids
作者:Mi Ra Seong、Hong Jung Lee、Jae Nyoung Kim
DOI:10.1016/s0040-4039(98)01279-9
日期:1998.8
The reaction of various N-tosylated alpha-amino acids with arenes in the presence of sulfuric acid afforded the corresponding diarylated derivatives in moderate yields, which were generated via decarbonylative arylation followed by Friedel-Craffs reaction of the generated tosylamide derivatives. (C) 1998 Elsevier Science Ltd. All rights reserved.
Decarboxylative Diarylation Reaction of 2-Methoxypropanoic Acid in a Phosphorus Pentoxide−Methanesulfonic Acid Mixture Yielding 1,1-Diarylethanes