1147304-36-6Relevant articles and documents
Ruthenium(II)-Catalyzed Synthesis of Pyrrole- and Indole-Fused Isocoumarins by C-H Bond Activation in DMF and Water
Singh, Keisham S.,Sawant, Sneha G.,Dixneuf, Pierre H.
, p. 1046 - 1050 (2016)
Pyrrole- and indole-fused isocoumarins constitute important structural units in natural products and pharmacophores, although the direct and selective bifunctionalization of pyrrole and indole remain a challenge. Herein, we report a one-pot synthesis of p
N-O Bond as External Oxidant in Group 9 Cp?M(III)-Catalyzed Oxidative C-H Coupling Reactions
Liu, Xu-Ge,Gao, Hui,Zhang, Shang-Shi,Li, Qingjiang,Wang, Honggen
, p. 5078 - 5086 (2017/08/17)
Group 9 Cp?M(III) (M = Co, Rh, Ir) complexes have been extensively investigated as catalysts in a variety of C-H activation reactions. Typically, late metal-based silver or copper salt was used (while needed) as oxidant in these catalytic systems. Herein, we report our discovery of a potentially general type of N-O bond-containing oxidants, which allowed the mild and efficient syntheses of isocoumarins, isoquinolines, isoquinolinone, and styrenes via C-H activation catalyzed by group 9 Cp?M(III) complexes. By using Cp?Rh(III)-catalyzed isocoumarin synthesis as a model reaction, experimental and theoretical mechanistic studies were conducted. The results concluded that the Rh(III)-Rh(I)-Rh(III) rather than the Rh(III)-Rh(V)-Rh(III) pathway is more likely involved in the mechanism, and both the C-H activation and oxidation of the Cp?Rh(I) species were involved in the turnover-limiting step.
Versatile synthesis of isocoumarins and α-pyrones by Ruthenium-catalyzed oxidative C - H/O - H bond cleavages
Ackermann, Lutz,Pospech, Jola,Graczyk, Karolina,Rauch, Karsten
supporting information; experimental part, p. 930 - 933 (2012/03/26)
An inexpensive cationic ruthenium(II) catalyst enabled the expedient synthesis of isocoumarins through oxidative annulations of alkynes by benzoic acids. This C - H/O - H bond functionalization process also proved applicable to the preparation of α-pyrones and was shown to proceed by rate-limiting C - H bond ruthenation.