Synthesis-stuttgart

Publication date: 1996-01-01
Pages: 201 -
Publisher: Georg thieme verlag

Author:

Dehaen, Wim
Corens, D ; Labbe, G

Keywords:

1,4-epoxy-1,4-dihydronaphthalene, 2,5-dihydrothiophene-1,1-dioxide, 2,3-epoxy-1,2,3,4-tetrahydroanthracene, copper-catalyzed grignard reagent, Science & Technology, Physical Sciences, Chemistry, Organic, Chemistry, copper-catalyzed Grignard reagent, 0301 Analytical Chemistry, 0305 Organic Chemistry, Organic Chemistry, 3405 Organic chemistry

Abstract:

Anthracenes bearing a primary alkyl, omega-hydroxyalkyl, aryl or vinyl substituent at the 2-position are conveniently prepared by a copper-catalyzed Grignard reaction on 2,3-epoxy-1,2,3,4-tetrahydroanthracene, followed by dehydration - dehydrogenation of the resulting alcohols with tetrachloro-1,2-benzoquinone (o-chloranil).