Tetrahedron p. 9875 - 9894 (1998)
Update date:2022-08-04
Topics: Synthesis Experimental terms Aromatic benzo[c]phenanthridine alkaloids versatile synthesis
Geen, Graham R.
Mann, Inderjit S.
Mullane, M. Valerie
McKillop, Alexander
A versatile new approach for the synthesis of benzo[c]phenanthridine alkaloids is described and is illustrated by the preparation of eight different alkaloids. The key steps are Smiles rearrangements, which allow easy access to 2-bromo-1-naphthylamines from 2-bromo-1-naphthols, and the attachment of the D-ring unit by Suzuki coupling.
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