Anti-vicinal diboronates were fabricated from easily available diarylethynes and B2pin2via a basecatalyzed domino-borylation-protodeboronation(DBP)strategy under transition-metal-free conditions.Under the standard con...Anti-vicinal diboronates were fabricated from easily available diarylethynes and B2pin2via a basecatalyzed domino-borylation-protodeboronation(DBP)strategy under transition-metal-free conditions.Under the standard conditions,reactants with a range of different classes of functional groups on the rings,such as Me O,Me S,CF3O,Me2N,TMS,I,Br,Cl,F,and the thiophene ring,were tolerated.Downstream transformation of the vicinal diboronates provided a facile pathway for obtaining vicinal diols by mild oxidation with Na BO3,and a new deuteriation technique was developed in order to acquire1,2-diarylethanes-1,2-d2and 1,2-diarylethanes-1,1,2,2-d4.The new deuteriation strategy developed in this study may provide a new research direction for deuteriation chemistry.展开更多
基金supported by the National Natural Science Foundation of China (21772046)the Natural Science Foundation of Fujian Province (2016J01064)the Subsidized Project for Cultivating Postgraduates’ Innovative Ability in Scientific Research of Huaqiao University
文摘Anti-vicinal diboronates were fabricated from easily available diarylethynes and B2pin2via a basecatalyzed domino-borylation-protodeboronation(DBP)strategy under transition-metal-free conditions.Under the standard conditions,reactants with a range of different classes of functional groups on the rings,such as Me O,Me S,CF3O,Me2N,TMS,I,Br,Cl,F,and the thiophene ring,were tolerated.Downstream transformation of the vicinal diboronates provided a facile pathway for obtaining vicinal diols by mild oxidation with Na BO3,and a new deuteriation technique was developed in order to acquire1,2-diarylethanes-1,2-d2and 1,2-diarylethanes-1,1,2,2-d4.The new deuteriation strategy developed in this study may provide a new research direction for deuteriation chemistry.