80998-86-3Relevant academic research and scientific papers
Regioselective C?H Functionalization of Heteroarene N-Oxides Enabled by a Traceless Nucleophile
Hong, Sungwoo,Jeong, Yujin,Kweon, Byeongseok,Mathi, Gangadhar Rao,Moon, Yonghoon
, p. 22675 - 22683 (2020)
Although N-alkenoxyheteroarenium salts have been widely used as umpoled synthons with nucleophilic (hetero)arenes, the use of electron-poor heteroarenes has remained unexplored. To overcome the inherent electron deficiency of quinolinium salts, a traceless nucleophile-triggered strategy was designed, wherein the quinolinium segment is converted into a dearomatized intermediate, thereby allowing simultaneous C8-functionalization of quinolines at room temperature. Experimental and computational studies support the traceless operation of a nucleophile, which enables the previously inaccessible transformation of N-alkenoxyheteroarenium salts. Remarkably, the generality of this strategy has been further demonstrated by broad applications in the regioselective C?H functionalization of other electron-deficient heteroarenes such as phenanthridine, isoquinoline, and pyridine N-oxides, offering a practical tool for the late-stage functionalization of complex biorelevant molecules.
Palladium-Catalyzed Direct α-C(sp3) Heteroarylation of Ketones under Microwave Irradiation
Quillen, Andrew,Nguyen, Quynh,Neiser, Matthew,Lindsay, Kara,Rosen, Alexander,Ramirez, Stephen,Costan, Stefana,Johnson, Nathan,Do, Thuy Donna,Rodriguez, Oscar,Rivera, Diego,Atesin, Abdurrahman,Ate?in, Tülay Aygan,Ma, Lili
, p. 7652 - 7663 (2019/05/22)
Heteroaryl compounds are valuable building blocks in medicinal chemistry and chemical industry. A palladium-catalyzed direct α-C(sp3) heteroarylation of ketones under microwave irradiation is developed and reported in this study. Under optimized condition
