2-Alkoxyarenol-derived orthoquinols in carbon–oxygen, carbon–nitrogen and carbon–carbon bond-forming reactions
摘要:
Silylated oxygen- and nitrogen-tethered orthoquinol acetates, generated by phenyliodine(III) diacetoxy-mediated oxidative acetoxylation of 2-alkoxyphenols in CH2Cl2 can be used to furnish regioselectively benzannulated heterocycles. Oxidative activation of 2-alkoxynaphthols with non-nucleophilic phenyliodine(III) bis(trifluoroacetoxy) in the presence of carbon nucleophiles, including oxidation sensitive silyl enol ethers, constitute a potentially valuable route to naturally occurring vicinally oxygenated benz[a]anthracene motifs. (C) 2000 Elsevier Science Ltd. All rights reserved.
Kral, Andreas; Laatsch, Hartmut, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1993, vol. 48, # 10, p. 1401 - 1407
作者:Kral, Andreas、Laatsch, Hartmut
DOI:——
日期:——
2-Alkoxyarenol-derived orthoquinols in carbon–oxygen, carbon–nitrogen and carbon–carbon bond-forming reactions
作者:Stéphane Quideau、Laurent Pouységu、Mayalen Oxoby、Matthew A Looney
DOI:10.1016/s0040-4020(00)00939-x
日期:2001.1
Silylated oxygen- and nitrogen-tethered orthoquinol acetates, generated by phenyliodine(III) diacetoxy-mediated oxidative acetoxylation of 2-alkoxyphenols in CH2Cl2 can be used to furnish regioselectively benzannulated heterocycles. Oxidative activation of 2-alkoxynaphthols with non-nucleophilic phenyliodine(III) bis(trifluoroacetoxy) in the presence of carbon nucleophiles, including oxidation sensitive silyl enol ethers, constitute a potentially valuable route to naturally occurring vicinally oxygenated benz[a]anthracene motifs. (C) 2000 Elsevier Science Ltd. All rights reserved.