ORGANOPHOSPHOROUS CHEMISTRY: SELECTIVE TRANSFORMATION OF BENZOIN TO BENZIL, DESYL BROMIDE, OR BENZYL PHENYL KETONE
作者:Isao Furukawa、Mitsuhiro Sasaki、Takeshi Inoue、Tetsuo Ohta
DOI:10.1080/10426509808045488
日期:1998.12.1
converted to benzyl phenyl ketone via the Perkow reaction, and benzil was formed by the oxidation of benzoin by bromine. When triethylamine or triphenylphosphine was used as an added base, these bases trapped free bromine, and the oxidation product, benzil, was formed in low yield. In the presence of triphenylphosphine as a base, the Perkow reaction of desyl bromide proceeded smoothly to give benzyl phenyl
摘要 安息香与二溴三苯基正膦在各种条件下的反应已得到深入研究。通过在三乙胺存在下用二溴三苯基正膦处理,苯偶姻被选择性地转化为脱磺酰溴,而在过量三苯基膦存在下形成苄基苯基酮。另一方面,仅用溴处理,安息香有效地被氧化而弯曲。还提出了产生这些的机制。Desyl bromide 由安息香与二溴三苯基正膦作为主要产物反应形成,并通过 Perkow 反应转化为苄基苯基酮,苯偶姻由溴氧化安息香形成。当使用三乙胺或三苯基膦作为添加的碱时,这些碱会捕获游离溴,氧化产物苯甲醇、以低产率形成。在三苯基膦作为碱存在下,脱乙酰溴的Perkow反应顺利进行,得到苄基苯基酮...