Tetrahedron

Cycloallenes. Part 15: 3δ 2-1H-Naphthalene (2, 3-Didehydro-1, 2-dihydronaphthalene) from 3-Bromo-1, 2-dihydronaphthalene

S Groetsch, J Spuziak, M Christl

Index: Groetsch, Stefan; Spuziak, Joanna; Christl, Manfred Tetrahedron, 2000 , vol. 56, # 25 p. 4163 - 4171

Full Text: HTML

Citation Number: 12

Abstract

As a test as to whether the title intermediate 13 can be liberated from 3-bromo-1, 2- dihydronaphthalene (19), the latter was treated with potassium tert-butoxide (KOtBu). Being the major products, naphthalene (20) and 3-tert-butoxy-1, 2-dihydronaphthalene (21) provide unambiguous evidence for the intermediacy of 13. When the reaction was carried out in the presence of furan, 2, 5-dimethylfuran and spiro [2, 4] hepta-4, 6-diene, expected ...