60355-93-3Relevant academic research and scientific papers
Ruthenium(II) Catalyzed Regiospecific C-H/O-H Annulations of Directing Arenes via Weak Coordination
Banerjee, Arghya,Santra, Sourav Kumar,Mohanta, Prakash Ranjan,Patel, Bhisma K.
supporting information, p. 5678 - 5681 (2015/12/01)
Ruthenium(II) catalyzed oxidative C-H/O-H annulations have been demonstrated using two different directing arenes viz. 2-arylquinolinone and 2-arylbenzoxazinone with internal alkynes. Regiospecific annulations have been observed for both directing arenes via the assistance of weaker carbonyl oxygen in the presence of a stronger nitrogen-directing site. In this substrate-controlled convergent protocol the weaker directing group dictates the annulation path.
One-pot site-selective Sonogashira cross-coupling-heteroannulation of the 2-aryl-6,8-dibromoquinolin-4(1H)-ones: Synthesis of novel 6-H-pyrrolo[3,2,1-ij]quinolin-6-ones
Mphahlele, Malose J.,Oyeyiola, Felix A.
, p. 535 - 538 (2014/12/10)
The 2-aryl-6,8-dibromoquinolin-4(1H)-ones were subjected to site-selective Sonogashira cross-coupling with terminal acetylenes as models for Csp2-Csp bond formation in the presence of Pd/C-PPh3and CuI as catalysts and K2CO3as a base in dioxane to afford the 2-substituted 4-aryl-8-bromo-4H-pyrrolo[3,2,1-ij ]quinolin-6-ones. These were, in turn, subjected to Suzuki-Miyaura cross-coupling with 4-fluorophenylboronic acid as coupling partner to afford the 2-substituted 4,8-diaryl-4H-pyrrolo[3,2,1-ij ]quinolin-6-ones.
Synthesis and photophysical properties of 2-Aryl-6,8-bis(arylethenyl)-4- methoxyquinolines
Khoza, Tebogo Ankie,Maluleka, Marole Maria,Mama, Neliswa,Mphahlele, Malose Jack
, p. 14186 - 14204 (2013/02/25)
Iodine-methanol mediated oxidative-Aromatization of 2-Aryl-6,8-dibromo-2,3- dihydroquinolin-4(1H)-ones afforded the corresponding 2-Aryl-6,8-dibromo-4- methoxyquinolines in high yield and purity. The isomeric 1-(2-Amino-3,5- dibromophenyl)-3-Aryl-2- propen-1-ones reacted with iodine in methanol afford in a single pot operation the corresponding 2-Aryl-6,8-dibromo-4-methoxyquinoline (major) and 2-Aryl-6,8- dibromoquinolin-4(1H)-one (minor) products that were separated in sequence by column chromatography on silica gel. Suzuki-Miyaura cross-coupling of the 6,8-dibromo-4- methoxyquinoline derivatives with excess arylvinylboronic acids afforded the corresponding 2-Aryl-6,8-bis(2-Arylethenyl)- 4-methoxyquinolines. The absorption and fluorescence properties of these compounds were also determined.
