文献类型：期刊文献

英文题名：A Sequential Suzuki Coupling Approach to Unsymmetrical Aryl s-Triazines from Cyanuric Chloride

作者：Wang, Chen[1];Zhang, Jiehui[1];Tang, Jie[2,3];Zou, Gang[1]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, 130 Meilong Rd, Shanghai, Peoples R China;[2]East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, 3663 North Zhongshan Rd, Shanghai, Peoples R China;[3]East China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, SCME, 3663 North Zhongshan Rd, Shanghai, Peoples R China

年份：2017

卷号：359

期号：14

起止页码：2514

外文期刊名：ADVANCED SYNTHESIS & CATALYSIS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000405550800023)，CCR-EXPANDED(收录号:WOS:000405550800023)】；

基金：This work was financially supported by the National Natural Science Foundation of China (21472041) and National Key Technology R&D Program, the Ministry of Science and Technology of China (2015BAK44B00).

语种：英文

外文关键词：Boron; Cross-coupling; Heterocycles; Palladium; Triazines

摘要：A practical approach has been developed for efficient synthesis of unsymmetrical aryl s-triazines via highly selective sequential Suzuki coupling of cyanuric chloride (2,4,6-trichlorotriazine) with aryl or vinyl boronic or diarylborinic acids catalysed by 0.1-0.5 mol% Pd(PPh3)(2)Cl-2 under mild conditions. The second and third Suzuki couplings for unsymmetrically trisubstituted aryl s-triazines could be more practically conducted in one-pot procedure. An electron-withdrawing conjugate group at phenyl ring of arylboronic acids was unexpectedly found to completely block the coupling while steric hindrance from an ortho electron-donating substituent could be overcome.