Synthesis of benzo[c]quinolizin-3-ones: Selective non-steroidal inhibitors of steroid 5α-reductase 1

Article abstract of DOI:10.1016/S0960-894X(98)00505-8

A short and efficient synthesis of novel benzo[c]quinolizin-3-one derivatives is described. The synthesis is based on the tandem Mannich- Michael cyclization between 2-silyloxy-1,3-butadienes and a N-t-Boc iminium ion. The prepared derivatives are selective inhibitors of human steroid 5α- reductase isoenzyme 1, thus having potential application as drugs for treatment of male pattern baldness and other DHT-dependent skin disorders.