Abstract
A simple and efficient protocol for the synthesis of highly substituted
cyclopentacarbazolones (50-82%) was developed
by employing internal alkynes with 2-bromo-3-formylcarbazoles in the
presence of palladium catalyst under ligand-free condition. High regioselectivity
was observed for unsymmetrical (alkyl-, aryl-substituted)
internal alkynes.
Key words
estrogen receptors - palladium catalyst - annulations - cyclopentacarbazolones - ligand-free synthesis
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14 X-ray crystallographic data for 3a : Formula: C30 H23 N1 O1 . Unit
cell parameters: a = 9.0690(13), b = 10.359(2), c = 13.357(2), α = 85.794(15), β = 72.369(13), γ = 70.831(16),
space group P1 . X-ray crystallographic
data for 3r : Formula: C26 H23 N1 O1 .
Unit cell parameters: a = 8.3997(16), b = 10.227(2), c = 12.402(2), α = 76.514(3), β = 78.141(3), γ = 75.769(3),
space group P1 . X-ray crystallographic
data for 3s : Formula: C25 H21 N1 O1 .
Unit cell parameters: a = 7.9184(6), b = 10.4371(7), c = 12.1136(10), α = 76.338(6), β = 83.212(7), γ = 77.905(6),
space group P1 . The CCDC deposition
numbers of compounds 3a ,r ,s are 840023, 840025, and 840024, respectively.
Further data can be obtained free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html [or
from the Cambridge Crystallographic Data Centre, 12 Union Road,
Cambridge CB2 1EZ, UK; fax: +44(1223)336033, E-mail: deposit@ccdc.cam.ac.uk].
