Visible-Light-Mediated Solvent-Switched Photosensitizer-Free Synthesis of Polyfunctionalized Quinolines and Pyridines

被引:11
作者
Dhara, Hirendra Nath [1 ]
Rakshit, Amitava [1 ]
Alam, Tipu [1 ]
Sahoo, Ashish Kumar [1 ]
Patel, Bhisma K. [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, North Guwahati 781039, India
关键词
INHIBITORY-ACTIVITY; NITRILES; ACIDS;
D O I
10.1021/acs.orglett.2c04027
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A solvent (2,2,2-trifluoroethanol (TFE) vs ethyl alcohol (EtOH)) switched synthesis of quinolines and pyridines is illustrated from (E)-2-(1,3-diphenylallylidene)malononitriles via a Pd(II)-catalyzed photochemical process. The active catalyst [L2Pd(0)] generated serves as an exogenous photosensitizer. The process offers predominantly Z-alkenylated quinolines and pyridines in TFE and EtOH, respectively. Furthermore, large-scale synthesis and a few interesting post-synthetic modifications have been demonstrated.
引用
收藏
页码:471 / 476
页数:6
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