40515-82-0Relevant articles and documents
Substituent Effects of 2-Pyridones on Selective O-Arylation with Diaryliodonium Salts: Synthesis of 2-Aryloxypyridines under Transition-Metal-Free Conditions
Li, Xiao-Hua,Ye, Ai-Hui,Liang, Cui,Mo, Dong-Liang
, p. 1699 - 1710 (2018/02/06)
An efficient transition-metal-free strategy to synthesize 2-aryloxypyridine derivatives has been developed by a selective O-arylation of 2-pyridones with diaryliodonium salts. The reaction was compatible with a series of functional groups for 2-pyridones and diaryliodonium salts such as halides, nitro, cyano, and ester groups. The substituents at the C6-position of 2-pyridones favored O-arylation products because of steric hindrance. The reaction was easily performed on a gram-scale and 6-chloro-2-pyridone was a good precursor to access various unsubstituted 2-aryloxypyridines by dehalogenation. A P2Y 1 lead compound analogue could be prepared in good yield over two steps.
A Direct C2-Selective Phenoxylation and Alkoxylation of Quinoline N-Oxides with Various Phenols and Alcohols in the Presence of H-Phosphonate
Bi, Wen-Zhu,Qu, Chen,Chen, Xiao-Lan,Qu, Ling-Bo,Liu, Zhi-Dong,Sun, Kai,Li, Xu,Zhao, Yu-Fen
supporting information, p. 5125 - 5130 (2017/09/22)
A practical and efficient method for the synthesis of 2-aroxy(alkoxy)quinolines has been developed by direct cross-dehydrogenative coupling reaction between quinoline N-oxides and readily available phenols and alcohols in the presence of H-phosphonate and
A counteranion triggered arylation strategy using diaryliodonium fluorides
Chan,McNally,Toh,Mendoza,Gaunt
, p. 1277 - 1281 (2015/02/05)
A mild and transition metal-free counteranion triggered arylation strategy has been developed using diaryliodonium fluorides. The fluoride counteranion within the hypervalent iodonium species displays unusual reactivity that activates a phenolic O-H bond leading to electrophilic O-arylation. A wide range of phenols and diaryliodonium salts are compatible with this transformation under remarkably mild conditions. Furthermore, we pre-empt the wider implications of this strategy by demonstrating the compatibility of the arylation tactic with latent carbon nucleophiles.