jo302068e_si_002.pdf (3.24 MB)
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
journal contribution
posted on 2012-12-21, 00:00 authored by B. V. Subba Reddy, Manisha Swain, S.Madhusudana Reddy, J. S. Yadav, B. SridharA 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.