Palladium‐Catalyzed Annulation of 1,2‐Diborylalkenes and ‐Arenes with 1‐Bromo‐2‐[(
<i>Z</i>
)‐2‐bromoethenyl]arenes: A Modular Approach to Multisubstituted Naphthalenes and Fused Phenanthrenes
(Z)‐1,2‐Diaryl‐1,2‐bis(pinacolatoboryl)ethenes underwent double‐cross‐coupling reactions with 1‐bromo‐2‐[(Z)‐2‐bromoethenyl]arenes in the presence of [Pd(PPh3)4] as a catalyst and 3 M aqueous Cs2CO3 as a base in THF at 80 °C. The double‐coupling reaction gave multisubstitutednaphthalenes in good to high yields. Annulation of 1,2‐bis(pinacolatoboryl)arenes with bromo(bromoethenyl)arenes in the presence
(Ž)-1,2-二芳基-1,2-双(频哪醇基硼)ethenes后行双交叉偶联反应用1-溴-2 - [(ż)-2-溴乙烯基]在[钯的存在下芳烃(在80°C下于THF中作为催化剂的PPh 3)4 ]和作为碱的3 M Cs 2 CO 3水溶液。双重偶联反应以良好或高收率得到了多取代萘。在由[Pd 2(dba)3](dba =二亚苄基丙酮)和2-二环己基膦基2',6'-二甲氧基联苯(SPhos)在相同条件下可生产高产量的稠合菲。第一次环偶联发生在溴乙烯基基团区域上。此程序适用于通过使用相应的二溴双[[ Z)-2-溴乙烯基]苯作为二硼烷基偶联伙伴的双环途径轻松合成多取代的蒽,苯并噻吩和二苯并蒽。
Pd/Cu Co‐Catalyzed <i>ortho</i>‐Arylation of Aryl Iodides <i>via</i> Radical Intermediates with Aryl Diazonium Salts
作者:Ying Fu、Liang‐Liang Guo、Xi Chen、Hao Chen、Jia‐Jia Liu、Fang‐Rong Li、Cai‐Qin Xiao、Zhengyin Du
DOI:10.1002/adsc.202300883
日期:2023.12.5
A Cu/Pd co-catalyzed Catellani-type ortho arylation reaction of iodoarenes with aryl diazonium salts has been developed. Aryl radicals that derived from aryl diazonium salts were regioselectively installed at ortho position of iodoarenes via palladiumcatalyzedC−H activation. Mechanistic studies showed that, in contrast to classical Pd0−PdII−PdIV−PdII−Pd0 catalytic cycle, this radical cascades performed
开发了碘芳烃与芳基重氮盐的Cu/Pd 共催化 Catellani 型邻位芳基化反应。衍生自芳基重氮盐的芳基通过钯催化的 CH 活化区域选择性地安装在碘芳烃的邻位。机理研究表明,与经典的Pd 0 -Pd II -Pd IV -Pd II -Pd 0催化循环相反,这种自由基级联通过Pd 0 -Pd II -Pd III -Pd I -Pd 0 循环进行。
Rhenium-catalyzed regioselective synthesis of 1,2-disubstituted naphthalenes
Rhenium-catalyzed coupling reaction of alkynes with phenylacetaldehyde dimethylacetal in the presence of H2O regioselectively afforded the corresponding 1,2-disubstituted naphthalenes. (C) 2012 Elsevier Ltd. All rights reserved.
Metal‐Free Visible‐Light‐Mediated Aromatization of 1,2–Dihydronaphthalenes
Aromatization of dihydronaphthalenes have been accomplished under mild conditions using an organic photocatalyst. Scope and limitations of the approach have been evaluated along with the reaction mechanism.