Davies, Christopher J. published the artcileUse of Suzuki cross-coupling as a route to 2-phenoxy-6-iminopyridines and chiral 2-phenoxy-6-(methanamino)pyridines, Related Products of ethers-buliding-blocks, the main research area is anisyl boronic acid carbonyl bromopyridine Suzuki coupling; phenoxycarbonylpyridine derivative preparation diisopropylaniline imination; phenoxyiminopyridine derivative preparation crystal structure methyllithium nucleophilic addition reduction; pyridine phenoxyimino derivative preparation trimethylaluminum nucleophilic addition reduction; methanaminopyridine phenoxy derivative preparation crystal structure.
The anisyl boronic acids I (R1 = R2 = H; R1 = H, R2 = Ph; R1 = Me, R2 = H; R1 = Cl, R2 = H; R1 = t-Bu, R2 = H), have been employed in Suzuki cross-coupling reactions with either 2-bromo-6-formylpyridine or 2-bromo-6-acetylpyridine generating, following a facile deprotection step, the 2-phenoxy-6-carbonylpyridines II (R1 = R2 = H; R1 = Me, R2 = H; R1 = Cl, R2 = H; R1 = t-Bu, R2 = H) and III (R1 = R2 = H; R1 = H, R2 = Ph). Condensation reactions of II and III with 2,6-diisopropylaniline proceed smoothly to give the corresponding 2-phenoxy-6-iminopyridines. Reduction of the imino unit of the imines derived from II (and concomitant C-C bond formation) can be achieved by treatment with trimethylaluminum or methyllithium which, following hydrolysis, furnishes the racemic chiral 2-phenoxy-6-(methanamino)pyridines IV (R1 = R2 = H; R1 = Me, R2 = H; R1 = Cl, R2 = H; R1 = t-Bu, R2 = H). This work represents a straightforward and rapid synthetic route to libraries of sterically and electronically variable phenoxy-substituted imino- and methanamino-pyridines, which are expected to act as useful ligands or proligands for late and early transition metal-mediated alkene polymerization catalysis.
Tetrahedron published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation) (pyridinylmethyl). 127972-00-3 belongs to class ethers-buliding-blocks, name is 2-Methoxy-5-methylphenylboronic acid, and the molecular formula is C8H11BO3, Related Products of ethers-buliding-blocks.
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem