Tetrahedron Letters p. 8803 - 8806 (1995)
Update date:2022-08-02
Topics:
Nishii, Yoshinori
Tanabe, Yoo
Two types of novel, sequential and regioselective Friedel-Crafts reactions of gem-dihalocyclopropanecarbonyl 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-1-naphthols, while 2,2-dichlorocyclopropanecarbonyl chlorides were transformed into 4-aryl-1-naphthols in benzene or p-xylene. Both annulations involved alternative and highly regioselective cyclopropane ring-openings.
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