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作者采用1-乙酰-2-萘酚在六氢吡啶催化下与芳香醛反应,制备羟基萘查尔酮。然而实验结果却未得到预期的缩合产物,得到的唯一产物是环合产物——β-二氢萘黄酮类似物。此种在六氢吡啶催化下,由β-萘酚乙酮直接环合成β-二氢萘黄酮类似物的方法至今未见文献报道。为了研究一步法合成β-二氢萘黄酮类似物的适用性,作者用1-乙酰基-2-萘酚(Ⅰ)及邻羟基苯乙酮衍生物(Ⅱ)分别作起始原料,在六氢吡啶催化下,与取代的苯甲醛反应。在相同的实验条件下,前者得到β-二氢萘黄酮(Ⅲa—g),后者均为查尔酮类似物(Ⅳa—e)。两者产物结构式分别如下:
The authors used 1-acetyl-2-naphthol hexahydropyridine catalysis with aromatic aldehydes to prepare hydroxynaphthalone. However, the experimental result did not obtain the expected condensation product, and the only product obtained was the cyclization product - β-dihydronaphthalenone analogue. Such a method of direct ring-closure of beta-naphthylethanone into β-dihydronaphthalenone analogues catalyzed by piperidine has not been reported in the literature. In order to study the applicability of one-step synthesis of β-dihydronaphthalene flavonoids, the authors used 1-acetyl-2-naphthol (Ⅰ) and o-hydroxyacetophenone derivatives Hydrogenpyridine catalyzed reaction with substituted benzaldehyde. Under the same experimental conditions, β-dihydronaphthalene flavone (Ⅲa-g) was obtained in the former, while the latter was chalcone analogues (Ⅳa-e). Structure of the two products are as follows: