Grozavu, Alexandru; Hepburn, Hamish B.; Smith, Philip J.; Potukuchi, Harish K.; Lindsay-Scott, Peter J.; Donohoe, Timothy J. published the artcile< The reductive C3 functionalization of pyridinium and quinolinium salts through iridium-catalysed interrupted transfer hydrogenation>, Category: pyridine-derivatives, the main research area is pyridinium salt formaldehyde iridium catalyst regioselective reductive hydroxymethylation; quinolinium salt formaldehyde iridium catalyst regioselective reductive hydroxymethylation; tetrahydropyridine preparation; tetrahydroquinoline preparation.
Aromatic rings are ubiquitous in organic chem. and form the basis of many com. products. Despite the numerous routes available for the preparation of aromatic compounds, there remain few methods that allow their conversion into synthetically useful partially saturated derivatives and even fewer that allow new C-C bonds to be formed at the same time. Here we set out to address this problem and uncover a unique catalytic partial reduction reaction that forms partially saturated azaheterocycles from aromatic precursors. In this reaction, methanol and formaldehyde are used for the reductive functionalization of pyridines and quinolines using catalytic iridium; thus, inexpensive and renewable feedstocks are utilized in the formation of complex N-heterocycles. By harnessing the formation of a nucleophilic enamine intermediate, the C-C bond-forming process reverses the normal pattern of reactivity and allows access to the C3 position of the arene. Mechanistic investigations using D-labeling experiments reveal the source of hydride added to the ring and show the reversible nature of the iridium-hydride addition
Nature Chemistry published new progress about C-C bond formation. 876919-08-3 belongs to class pyridine-derivatives, and the molecular formula is C7H6FNO2, Category: pyridine-derivatives.