A general synthesis of N-reverse-prenyl indoles

作者：Yokokawa F^*; Sugiyama H; Aoyama T; Shioiri T

来源：Synthesis, 2004, (9): 1476-1480.

DOI：10.1055/s-2004-822390

• N-reverse-prenyl indole
• N-propargylation
• Lindlar hydrogenation
• dehydrogenation

A general method for the construction of N-reverse-prenyl indoles was established using copper catalyzed N-propargylation, the Lindlar hydrogenation of the acetylenic bond, and dehydrogenation with chemical manganese dioxide as key steps. The antifungal indole alkaloids (1 and 2) and N-reverse-prenyl tryptophan (3) were efficiently synthesized by this method.

• 出版日期2004-6-18