Heterocycles p. 1067 - 1076 (1990)
Update date:2022-08-04
Topics:
Imakura, Yasuhiro
Okimoto, Kazuto
Gorohata, Chizuru
Kobayashi, Shigeru
Kihara, Masaru
Yamashita, Shinsuke
The reaction of 6-bromopiperonal (1) with sodium alkoxides (MeONa or PhCH2ONa)-alcohols (MeOH or PhCH2OH), and sodium alkoxides (MeONa, PhCH2ONa or PhONa)-phenol (PhOH) in dimethyl sulfoxide gave 3-hydroxybenzene derivatives (3, 5 and 6) and 4-hydroxybenzene derivative (4), respectively.The reactivity and formational mechanism of various nucleophilic reagents (alkoxide anions) formed from the alcohols and phenol by sodium alkoxides in the regioselective cleavage reactions are discussed.
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Doi:10.1016/S0040-4039(00)94721-X
(1990)Doi:10.1016/j.ica.2010.12.024
(2011)Doi:10.1002/ejoc.201100066
(2011)Doi:10.1246/cl.1990.1105
(1990)Doi:10.1021/ja057178b
(2006)Doi:10.1021/ja00002a021
(1991)
