Substituent Effects of 2-Pyridones on Selective O-Arylation with Diaryliodonium Salts: Synthesis of 2-Aryloxypyridines under Transition-Metal-Free Conditions
Substituent Effects of 2-Pyridones on Selective O-Arylation with Diaryliodonium Salts: Synthesis of 2-Aryloxypyridines under Transition-Metal-Free Conditions
复制标题
2-吡啶酮对二芳基碘鎓盐选择性 O-芳基化的影响:无过渡金属条件下 2-芳氧基吡啶的合成
DOI:
10.1055/s-0036-1591884
复制
发表时间:
2018-04-01
影响因子:
2.6
通讯作者:
Mo, Dong-Liang
中科院分区:
文献类型:
--
作者:
Li, Xiao-Hua;Ye, Ai-Hui;Mo, Dong-Liang
Abstract 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 P2Y1 lead compound analogue could be prepared in good yield over two steps.