Regioselective Copper-Catalyzed
Dicarbonylation of
Imidazo[1,2‑<i>a</i>]pyridines with N,N-Disubstituted
Acetamide or Acetone: An Approach to 1,2-Diketones Using Molecular
Oxygen
posted on 2015-12-18, 00:00authored byChangcheng Wang, Sai Lei, Hua Cao, Shuxian Qiu, Jingyun Liu, Hao Deng, Caijuan Yan
A novel
copper-catalyzed regioselective double carbonylation of
imidazo[1,2-<i>a</i>]pyridines with N,N-disubstituted
acetamide or acetone using molecular oxygen has been described. It
has provided a new approach to synthesize 1,2-carbonyl imidazo[1,2-<i>a</i>]pyridines, which are important substrates and intermediates
in preparation of fine chemicals. The product shares a skeleton similar
to that of Zolpidem, one of the most prescribed drugs in the world. <sup>18</sup>O-labeling experiments unambiguously established that the
oxygen source of products originated from O<sub>2</sub> rather than
H<sub>2</sub>O.