通过直接亲核进攻/加成环化和C-H键活化反应合成3-苄基-/3-苄基-2-苯基-苯并[4,5]咪唑并[2,1-]噻唑
Direct Nucleophilic Attack/Addition Cyclization and C-H Bond Activation Reactions to Synthesize 3-Benzyl-/3-Benzyl-2-phenyl-benzo[4,5]imidazo[2,1-]thiazoles.
作者信息
Wang Dehe, Zhao Lingyu, Zhang Yongjun, Zhang Ye, Huang Xianqiang, Shen Guodong
机构信息
School of Chemistry and Chemical Engineering, Shandong Provincial Key Laboratory of Chemical Energy Storage and Novel Cell Technology, Liaocheng University, 1 Hunan Avenue, Liaocheng 252000, Shandong, P. R. China.
School of Chemistry and Chemical Engineering, Jinan University, 106 Jiwei Road, Jinan 250022, Shandong, P. R. China.
出版信息
ACS Omega. 2023 Nov 19;8(48):45867-45877. doi: 10.1021/acsomega.3c06594. eCollection 2023 Dec 5.
The economic and practical strategies of direct nucleophilic attack/addition cyclization and C-H bond activation reactions to synthesize 3-benzyl-/3-benzyl-2-phenyl-benzo[4,5]imidazo[2,1-]thiazoles via ()-(2,3-dibromoprop-1-en-1-yl)benzene/(3-bromoprop-1-yn-1-yl)benzene, 1-benzo[]imidazole-2-thiols and halobenzenes have been developed. With the optimized reaction conditions, the nucleophilic attack/addition cyclization reaction (CsCO, MeCN, 90 °C, 24 h) and C-H bond activation reaction [Pd(OAc)/PPh, -xylene, 135 °C, 24 h] could tolerate various electron-donating and electron-withdrawing groups and afford new benzo[4,5]imidazo[2,1-]thiazoles in good to excellent yields (up to 93% yield).
已经开发了通过（）-（2,3-二溴丙-1-烯-1-基）苯/（3-溴丙-1-炔-1-基）苯、1-苯并[]咪唑-2-硫醇和卤代苯直接亲核进攻/加成环化以及C-H键活化反应来合成3-苄基-/3-苄基-2-苯基-苯并[4,5]咪唑并[2,1-]噻唑的经济实用策略。在优化的反应条件下，亲核进攻/加成环化反应（碳酸铯，乙腈，90℃，24小时）和C-H键活化反应[醋酸钯/三苯基膦，二甲苯，135℃，24小时]能够耐受各种供电子和吸电子基团，并以良好至优异的产率（高达93%产率）得到新的苯并[4,5]咪唑并[2,1-]噻唑。
Zotero 插件