A Facile and Convenient Synthesis of (+/-)-Dasycarpidone

An efficient new pathway for (+/-)-dasycarpidone has been synthesized. The most important step in the synthesis of (+/-)-dasycarpidone is the intramolecular cyclization of the azocino[4,3-b]indole skeleton, which is constructed via tetrafluoro-1,4-benzoquinone and tetrachloro-1,4-benzoquinone and a mediated dehydrogenative cyclization of a tetrahydrocarbazole derivative possessing an amide side chain and is accomplished with high yield. The structures of all the presently synthesized compounds were confirmed using spectroscopic methods (FT-IR, H-1 NMR, C-13 NMR).