Sequential and regioselective Friedel-Crafts reactions of gem-dihalocyclopropanecarbonyl chlorides with benzenes for the synthesis of 4-aryl-l-naphthol derivatives
1995; Elsevier BV; Volume: 36; Issue: 48 Linguagem: Inglês
10.1016/0040-4039(95)01866-g
ISSN1873-3581
Autores Tópico(s)Catalytic Alkyne Reactions
ResumoTwo types of novel, sequential and regioselective Friedel-Crafts reactions of gem-dihalocyclopmpanecarbonyl chlorides with benzenes proceeded in a one-pot manner, E-3-aryl-2,2-dihalo-cyclopropanecarbonyl chlorides reacted with substituted benzenes to afford 4-aryl-3-halo- l-naphthols, while 2,2-dichlorocyclopropanecarbonyl chlorides were transformed into 4-aryl-l-naphthols in benzene or p-xylene, Both annulations involved alternative and highly regioselective cyclopropane ring-openings.
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