1235478-87-1Relevant articles and documents
Synthesis of isoquinolones: Via Rh-catalyzed C-H activation of substituted benzamides using air as the sole oxidant in water
Upadhyay, Nitinkumar Satyadev,Thorat, Vijaykumar H.,Sato, Ryota,Annamalai, Pratheepkumar,Chuang, Shih-Ching,Cheng, Chien-Hong
supporting information, p. 3219 - 3224 (2017/07/28)
Most of the metal-catalyzed C-H activation/annulation reactions were carried out in organic solvents using expensive oxidants such as Cu(ii) and Ag(i) salts. Here, we reported a new approach for a highly regioselective synthesis of isoquinolones from N-alkyl benzamides and alkynes using an Rh(iii) catalyst and inexpensive oxygen as the sole oxidant in an aqueous medium. In the reaction, water gave the highest product yield among the solvents used. In addition, at the end of the reaction, the isoquinolone product directly precipitated out from the aqueous solution. The methodology can be applied to a gram scale synthesis. This Rh(iii)-catalyzed reaction shows interesting meta selectivity with the meta substituted benzamide and shows various regioselectivities with different substituted alkynes. Moreover, the methodology can be applied to the preparation of biologically active compounds having the isoquinolone core.
Ru(II)/PEG-400 as a highly efficient and recyclable catalytic media for annulation and olefination reactions: Via C-H bond activation
Yedage, Subhash L.,Bhanage, Bhalchandra M.
, p. 5635 - 5642 (2016/10/21)
In this report synthesis of isoquinolinones, isocoumarins, and N-methyl isoquinolinones and olefination of the Weinreb amides by C-H bond activation using Ru(ii)/PEG-400 as green and recyclable media are documented. This developed methodology is capable o
Ruthenium-catalyzed oxidative annulation by cleavage of C-H/N-H bonds
Ackermann, Lutz,Lygin, Alexander V.,Hofmann, Nora
supporting information; experimental part, p. 6379 - 6382 (2011/09/12)
Bond activation in action: Unprecedented ruthenium-catalyzed oxidative annulations of alkynes through cleavage of C-H bonds set the stage for an efficient 1(2H)-isoquinolone synthesis with ample scope (see scheme; tAm=tert-amyl). Mechanistic studies provided strong evidence for a rate-limiting C-H bond metalation through carboxylate assistance. Copyright
