204065-40-7Relevant academic research and scientific papers
Synthesis of TAK-218 using (R)-2-methylglycidyl tosylate as a chiral building block
Fukatsu, Kohji,Fujii, Nobuhiro,Ohkawa, Shigenori
, p. 1521 - 1526 (1999)
We performed an asymmetric synthesis of (S)-2,3-dihydro-2,4,6,7- tetramethyl-2-[(4-phenyl-1-piperidinyl)-methyl]-5-benzofuranamine dihydrochloride (TAK-218, 1), a compound used for the treatment of traumatic and ischemic central nervous system injuries. O
Aromatic substitution in ball mills: Formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX
Schmidt, Robert,Stolle, Achim,Ondruschka, Bernd
, p. 1673 - 1679 (2013/02/22)
Aryl chlorides and bromides are formed from arenes in a ball mill using KHSO5 and NaX (X = Cl, Br) as oxidant and halogen source, respectively. Investigation of the reaction parameters identified operating frequency, milling time, and the number of milling balls as the main influencing variables, as these determine the amount of energy provided to the reaction system. Assessment of liquid-assisted grinding conditions revealed, that the addition of solvents has no advantageous effect in this special case. Preferably activated arenes are halogenated, whereby bromination afforded higher product yields than chlorination. Most often reactions are regio- and chemoselective, since p-substitution was preferred and concurring side-chain oxidation of alkylated arenes by KHSO5 was not observed. The Royal Society of Chemistry.
