Premium
Synthesis of Cyanoalkynes from Alkyne Bromide and CuCN
Author(s) -
Tang Jiahao,
Sun Liang,
Lin Zidi,
Yi Jiadai,
Shi Wei
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202001465
Subject(s) - alkyne , bromide , iodide , chemistry , yield (engineering) , solvent , combinatorial chemistry , organic chemistry , catalysis , materials science , metallurgy
Abstract A direct generation of cyanoalkynes from alkyne bromide and CuCN was reported. Mild reaction conditions were required, using catalytical amount of KI as the additive and DMSO as the solvent under 60 °C. GC analysis showed that alkyne iodide may be the intermediate. Both aromatic ethynyl bromides and aliphatic ethynyl bromides were proved to be good substrates. Good isolated yield was also observed in 10 gram scale synthesis. This method has provided an important alternative synthetic route to cyanoalkyne structures.