A NOVEL EFFICIENT ROUTE TO HEXAHYDRODIBENZOFURAN DERIVATIVES

被引:2
作者
BERRIER, C [1 ]
JOUANNETAUD, MP [1 ]
JACQUESY, JC [1 ]
KIGABO, F [1 ]
机构
[1] FAC SCI POITIERS,CHIM LAB 12,CNRS,UNITE CHIM PROD NAT & ENVIRONNEMENT DO 1468,F-86022 POITIERS,FRANCE
关键词
D O I
10.1016/S0040-4020(01)82320-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of 2 and 4-aryl cyclohexenones and of hexahydrodibenzofuran derivatives is described. In anhydrous hydrogen fluoride at 0-degrees-C, 4-hydroxy-4 methylcyclohex-2 en-1 one 2 reacted to yield ketone 7 (43%). Reaction of ketone 2 with parabromophenol 3b in HF gave ketone 6 (40%) at - 20-degrees-C and ketone 6 (35%) and 7 (13%) at 0-degrees-C. Under similar conditions ketone 2 reacted with phenol 3a to yield 2 and 4 arylated ketones 4a (4%), 5 (a+b) (25%) and 9a (5%).
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页码:6681 / 6688
页数:8
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