For the first time, a highly regioselective intermolecular sulfonylamidation unactivated secondary Csp(3) -H bond has been achieved using Ir(III) catalysts. The introduced N,N'-bichelating ligand plays a crucial role in enabling iridium-nitrene insertion into a secondary Csp(3) -H bond via an outer-sphere pathway. Mechanistic studies and density functional theory (DFT) calculations demonstrated that a two-electron concerted nitrene insertion was involved in this Csp(3) -H amidation process. This method tolerates a broad range of linear and branched-chain N-alkylamides, and provides efficient access to diverse γ-sulfonamido-substituted aliphatic amines.
Copper(I)-catalyzed 5-sulfonation of quinolines via bidentate-chelation assistance has been developed. The reaction is compatible with a wide range of quinoline substrates and arylsulfonyl chlorides. Experimental and theoretical (DFT) investigation implicated that a single-electron-transfer process is involved in this sulfonylation transformation.
An efficient one-pot and transition-metal-free chlorocyclization cascade of 2-aminopyridines with aliphatic carboxylic acids is reported. This transformation provides a novel approach to 2-chloro- or 3-chloro-substituted imidazo[1, 2-α]pyridines with a broad range of substrate scopes.
We first report the direct ortho
C–H amidation of arenes
with azides by using a novel and inexpensive RuHCl(CO)(PPh3)3 catalyst. The reaction proceeds efficiently in high
yield over a broad range of substrates without requirement of any
additional silver salt or additive.
A Rh(iii)-catalyzed cross-coupling/cyclization cascade of α-imino Csp(3)-H bonds with donor/acceptor α-acyl diazocarbonyl compounds has been developed. This novel transformation involves ligand-directed Csp(3)-H bond functionalization with carbenoids under the pyridine-chelation assistance, and offered an efficient access to synthetically versatile polysubstituted N-(2-pyridyl)pyrroles with a broad range of functional group tolerance.
The application of synthetic macrocyclic compounds to separate of complex mixture in an energy-efficient alternative to traditional separation techniques is a hot topic and great challenging in supramolecular chemistry. Here,...
A direct and efficient palladium-catalyzed reductive coupling reaction of nitroarenes with phenols has been developed. A series of N-cyclohexylaniline derivatives was easily and efficiently obtained in moderate to good yields via C–N bond formation by the simple use of safe and inexpensive sodium formate as the hydrogen donor.
Iodination and O-arylation of 2-arylquinolin-4(1H)-one with PIDA under mild conditions have been developed, in which PIDA play a dual role as an iodine source and an aryl source. This protocol provides a facile access to 3-iodo-4-phenoxy-2arylquinolines with tolerance of a broad range of functional groups. Furthermore, This method is employed for concise synthesis of topoisomerases catalytic inhibitor analogue.[a] Dr.
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