The development of transition-metal free systems for multi-sites deuteration is important for the preparation of deuterium-labeled drugs and intermediates. We reported that ionic liquid [bmim]PF6 was able to promote highly efficient deuterodeborylation of boronic acids with D2O. The ionic liquid/boronic acid system was successfully applied to the selective H/D exchange at various sp(2)/sp(3) C-H positions. Moreover, unusual nucleophilic behaviors of nitrogen-containing heteroaromatics in ionic liquid were observed. (C) 2022 Elsevier Ltd. All rights reserved.
Key words
Ionic liquid/Boronic acids/Deuteration/Transition metal -free/Deuterodeborylation/H BOND ACTIVATION/CATALYZED DEUTERATION/REGIOSELECTIVE DEUTERATION/SELECTIVE DEUTERATION/BORONIC ACIDS/ATOM TRANSFER/PROTODEBORONATION/FUNCTIONALIZATION/TRITIATION/BLOCKING
NSTL
Elsevier