Lewis acid-catalysed cyclisations of 1-anthryl styryl ketone; benz[de]-anthracen-3-one
Lewis acid-catalysed cyclisations of 1-anthryl styryl ketone; benz[de]-anthracen-3-one
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1-蒽基苯乙烯基酮的路易斯酸催化环化；
DOI：
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发表时间：
1975
期刊：
影响因子：
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通讯作者：
R. Harlow
中科院分区：
文献类型：
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作者：
H. J. Williams;R. Harlow
1-蒽基苯乙烯基酮与氯化铝环化得到少量不稳定的苯并[de]蒽-3-酮（1a），而与多聚磷酸环化得到2，3-二氢-3-苯基环戊二烯并[a]蒽-1-酮和（1a）的稳定类似物1-苯基苯并[de]蒽-3-酮的混合物。通过与9-蒽基苯乙烯基酮和1-萘基苯乙烯基酮在相似条件下的反应比较，得出1-蒽基苯乙烯基酮不是9-蒽基苯乙烯基酮缩合生成蒽和蒽-9，10-二基双苯乙烯基酮的中间体的结论。
Cyclisation of 1-anthryl styryl ketone with aluminium chloride gave a small yield of the unstable base benz[de]anthracen-3-one (1a), whereas cyclisation with polyphosphoric acid gave a mixture of 2,3-dihydro-3-phenylcyclopent[a]anthracen-1-one and a stable analogue of (1a), 1-phenylbenz[de]anthracen-3-one. Comparison is made with reactions of 9-anthryl styryl ketone and 1-naphthryl styryl ketone under similar conditions and it is concluded that 1-anthryl styryl ketone is not an intermediate in the disproportionation of 9-anthryl styryl ketone to anthracene and anthracene-9,10-diyl bis(styryl ketone).