Thionium-based one-pot construction of homo-/heterodimeric pyrroloindoline from tryptamine.

Masanori Tayu, Kazuhiro Higuchi, Takako Ishizaki, Tomomi Kawasaki

Organic letters 2014 Jul 18

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We report a one-pot procedure for forming a dimeric pyrroloindoline framework with a thionium reagent. The cyclization of tryptamine with DMSO and Tf(2)O, followed by substitution with indole derivatives, produced racemic 3a-indolylpyrroloindolines. The method enables rapid access to heterodimeric pyrroloindolines as well as to homodimeric pyrroloindolines.

Citation

Masanori Tayu, Kazuhiro Higuchi, Takako Ishizaki, Tomomi Kawasaki. Thionium-based one-pot construction of homo-/heterodimeric pyrroloindoline from tryptamine. Organic letters. 2014 Jul 18;16(14):3613-5