Dibenz [a, c] anthracene: Electrophilic substitution and synthesis of phenol isomers

RG Harvey, E Aboshkara, J Pataki

Index: Harvey, Ronald G.; Aboshkara, Elias; Pataki, John Tetrahedron, 1997 , vol. 53, # 47 p. 15947 - 15956

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Citation Number: 6

Abstract

Efficient syntheses of the 3-, 9-, 10-, and 11-phenol isomers of dibenz [a, c] anthracene (DBa, cA) and 2, 3-dihydroxy-DBa, cA are described. Bromination of DBa, cA with bromine in CH2Cl2 gave 10-bromo-DBa, cA and not 9-bromo-DBa, cA predicted theoretically. On the other hand, bromination of DBa, cA with NBS and FeCl3 furnished 9-bromo-DBa, cA.