An oxidative cascade [4 + 2] radical cycloaddition/dehydroaromatization reaction of aryl alkenes to access α-aryl substitutednaphthalenes under redox-neutral conditions was achieved. This reaction was found to require the addition of [Cu] catalyst along with stoichiometric concentrations of NFSI as a trigger of radical series of steps. Norbornene (NBE), rather than the conventional oxidant, manifested
在氧化还原中性条件下,实现了芳基烯烃的氧化级联[4+2]自由基环加成/脱氢芳构化反应,得到α-芳基取代的萘。人们发现该反应需要添加[Cu]催化剂以及化学计量浓度的NFSI作为自由基系列步骤的触发因素。降冰片烯 (NBE),而不是传统的氧化剂,在此过程中作为 H 受体表现出了最佳的性能。本文的结果可能会为过渡金属催化脱氢 C-H 活化方案提供令人鼓舞的见解。
Cerium(IV) Ammonium Nitrate Induced Dimerization of Methoxystyrenes
作者:Vijay Nair、V. Sheeba、Sreeletha B. Panicker、Tesmol G. George、Roshini Rajan、Lakshmi Balagopal、M. Vairamani、S. Prabhakar
DOI:10.1016/s0040-4020(00)00054-5
日期:2000.4
4-Methoxystyrene 1 underwent dimerization to 1,4-diphenylbutane derivatives 5 and 6 in presence of CAN in methanol. But in ethanol the same reaction afforded a tetralone derivative along with 5 and 6. 3,4-Dimethoxystyrene 10 underwent dimerization in presence of CAN in methanol to afford acyclic as well as cyclic products. 3,4,5-Trimethoxystyrene 12 in presence of CAN in methanol afforded only the cyclized dimers, the tetralone 21 and the tetralin derivative 22. (C) 2000 Elsevier Science Ltd. All rights reserved.