1392137-64-2Relevant articles and documents
Synthesis and stability study of isocyano aryl boronate esters and their synthetic applications
Fang, Hao-Ping,Fu, Chia-Chieh,Tai, Chin-Kuen,Chang, Ken-Hao,Yang, Ru-Han,Wu, Meng-Ju,Chen, Hsien-Chi,Li, Chia-Jung,Huang, Shi-Qing,Lien, Wan-Hsiang,Chen, Chih-Hsin,Hsieh, Chung-Hung,Wang, Bo-Cheng,Cheung, Siu-Fung,Pan, Po-Shen
, p. 30362 - 30371 (2016)
A facile synthesis of isocyano arylboronate esters is reported. Although tri-coordinate boron functional groups are commonly recognized as vulnerable to nucleophilic attack, the newly reported tri-coordinate isocyano arylboronate esters were found to be stable, albeit owing to the presence of an isocyano group. Theoretical calculations, using the DFT/B3LYP/6-31G(d,p) method, revealed that the electron delocalization between the aryl group and the boron atom might contribute to this stability. UV-vis spectroscopic investigations on 2-(4-isocyanophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2a) were in agreement with the theoretical studies, showing a red-shifted absorption compared with that of phenylisonitrile. The reported strategy allows boronate ester substrates to survive throughout two-step operations. Two of the compounds synthesized were successfully exploited in Ugi and Passerini multicomponent reactions to afford corresponding products. In addition, two boron-containing tetrazoles were also prepared under environmentally benign conditions. These results demonstrated that functionalized isocyanides are stable and can be used as strategically as synthetic building blocks.
BICYCLIC HETEROARYL COMPOUNDS AS GPR119 RECEPTOR AGONISTS
-
Page/Page column 32, (2012/08/27)
The present invention provides a new class of bicyclic heteroaryl compounds represented by Formula (I), pharmaceutical compositions containing these compounds, and their use for modulating the activity of GPR119 in the treatment of metabolic disorders and complications thereof, as well as methods for the treatment of the metabolic disorders and complications thereof.