Gold-Catalyzed Domino Cycloisomerization/Pictet–Spengler Reaction of 2‑(4-Aminobut-1-yn-1-yl)anilines with Aldehydes: Synthesis of Tetrahydropyrido[4,3‑b]indole Scaffolds
2012-12-21T00:00:00Z (GMT)
by
A domino cycloisomerization/Pictet–Spengler reaction
of
2-(4-aminobut-1-yn-1-yl)aniline with aldehydes has been achieved using
a AuIPrCl (5 mol %)/AgSbF6 (10 mol %) catalytic system
to produce the corresponding 1-aryl-N-tosyl-2,3,4,5-tetrahydropyrido[4,3-b] indole derivatives in good yields. This is the first
report on the synthesis of tetrahydro pyrido[4,3-b]indole scaffolds through as tandem 5-endo-dig cyclization and Pictect–Spengler reaction.
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