Specific and Chemoselective Multi-α-arylation Reaction of Benzoylformic Acid with or without Decarbonylation in P<sub>2</sub>O<sub>5</sub>−MsOH and Related Acidic Media
作者:Noriyuki Yonezawa、Tetsuo Hino、Kazuhisa Matsuda、Toshiyuki Matsuki、Daisuke Narushima、Masato Kobayashi、Tomiki Ikeda
DOI:10.1021/jo990524l
日期:2000.2.1
P(2)O(5)-MsOH, or related acidic media, benzoylformic acid (1) undergoes three types of di- or mono-alpha-arylation reactions with or without decarbonylation ((1) decarbonylative alpha, alpha-diarylation, yielding triarylmethanols 6, (2) decarbonylative alpha-monoarylation, giving benzophenone derivatives 7, and (3) alpha,alpha-diarylation without decarbonylation, affording diarylated carboxylic acids 5) and
在P(2)O(5)-MsOH或相关的酸性介质中,苯甲酰基甲酸(1)经历三种类型的带有或不带有脱羰基的二-或单-α-芳基化反应((1)脱羰基的α,α-二芳基化,生成三芳基甲醇6,(2)脱羰基的α-单芳基化反应,得到二苯甲酮衍生物7和(3)不脱羰基的α,α-二芳基化反应,得到二芳基化的羧酸5)和一种不带芳基化的简单脱羰基反应形成苯甲酸(8) ,而不是常规的Friedel-Crafts酰化型反应。产物比率受酸性介质与羧酸形成混合酸酐的能力以及芳烃接受亲电试剂的能力所控制。