Products Cited in Publications Worldwide Late-Stage C-H Arylation of Azepinoindole via Pd/Cu Catalysis: A Step Efficient and Convergent Synthesis of Rucaparib

Late-Stage C-H Arylation of Azepinoindole via Pd/Cu Catalysis: A Step Efficient and Convergent Synthesis of Rucaparib

Beckers, Igor; O'Rourke, Galahad; De Vos, Dirk

DOI:

Abstract

The C-H arylation of indoles holds the promise to shorten synthetic routes in the production of pharmaceuticals. However, late-stage C-H activation reactions often rely on the presence of protecting groups or stoichiometric metal additives. The regiospecific C-H arylation of a highly functionalized azepino[5,3,4-cd]indole scaffold lacking directing groups via Pd(II) and Cu(II) co-catalysis is reported. The direct C-H coupling was demonstrated in the convergent synthesis of rucaparib, an FDA approved anticancer drug.

Keywords

C-H activation ; indole ; arylation ; homogeneous catalysis ; palladium ; copper ; organic synthesis ; pharmaceuticals

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Rucaparib

A115210283173-50-298%

Rucaparib

23.0/25mg

Detail

A1301881408282-26-797%

8-Fluoro-4,5-dihydro-1H-azepino[5,4,3-cd]indol-6(3H)-one

109.0/5g

Detail