期刊
HELVETICA CHIMICA ACTA
卷 96, 期 12, 页码 2173-2178出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/hlca.201300239
关键词
Isocoumarins; 4-aryl-; 1H-2-Benzopyran-1-ones; Benzaldehydes; 2-(1-aryl-2-methoxyethenyl)-; Benzenes; 1-(1-aryl-2-methoxyethenyl)-2-lithio-; Hemiacetals; cyclic
4-Arylisocoumarins (=4-aryl-1H-2-benzopyran-1-ones) 6 were prepared from 2-(1-aryl-2-methoxyethenyl)-1-bromobenzenes 1. Successive treatment of these bromo styrenes with BuLi and 1-formylpiperidine gave a mixture of (E)- and (Z)-2-(1-aryl-2-methoxyethenyl)benzaldehydes 2. Hydrolysis of (Z)-isomers with conc. HBr, followed by pyridinium chlorochromate (PCC) oxidation of the resulting 1H-2-benzopyran-1-ol derivatives 4 (and 5), afforded the desired products.
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