How an Eight-Membered Ring Alters the Rhodamine Chromophore
Readily available phenylene-1,3-diamines can be converted into unprecedented analogues of rhodamine and malachite green possessing a central eight-membered ring in three steps. The overall process couples a cyanine chromophore with a urea bridge giving ri
Ambicki, Filip,Chou, Pi-Tai,Deperasińska, Irena,Gryko, Daniel T.,Poronik, Yevgen M.,Tseng, Sheng-Ming
Selective N -monomethylation of primary anilines with the controllable installation of N -CH2D, N -CHD2, and N -CD3units
The selective N-monomethylation of primary anilines was realized by the use of the Me3N-BH3/N,N-dimethylformamide (DMF) system as the methyl source. This method also allows for the controllable introduction of N-CH2D, N-CHD2, and N-CD3 units with high lev
Palladium-Catalyzed Methylation of Nitroarenes with Methanol
A procedure for the synthesis of N-methyl-arylamines directly from nitroarenes using methanol as green methylating agent was developed. The key to success is the use of a specific catalyst system consisting of palladium acetate and the ligand 1-[2,6-bis(isopropyl)phenyl]-2-[tert-butyl(2-pyridinyl)phosphino]-1H-Imidazole (L1). The generality of this protocol is demonstrated in the synthesis of more than 20 N-methyl-arylamines under comparably mild conditions. Combining this novel methodology with subsequent coupling processes using the same catalyst allows for efficient diversification of aromatic nitro compounds to a broad variety of amines including drug molecules.
Wang, Lin,Neumann, Helfried,Beller, Matthias
supporting information
p. 5417 - 5421
(2019/04/04)
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