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Novel Efficient Synthesis and Properties of 5,6-Dihydrocyclohepta[b]indol-6-one, and Its Transformation to 6-Azolyl-5-azabenz[b]azulenes
2012
Heterocycles
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The title compound, 5,6-dihydrocyclohepta[b]indol-6-one (1), was synthesized from 2-chlorotropone (7) by a two-step sequence involving Pd-catalyzed amination with 2-bromoaniline (15) and subsequent Pd-catalyzed intramolecular Heck reaction. Besides its synthetic detail, some physical properties of 1, such as acidity, basicity and spectroscopic behavior, were also reported. Compound 1 was transformed into 6-(1H-pyrazol-1-yl)-and 6-(1H-1,2,3-triazol-1-yl)-5-azabenz[b]azulenes (13 and 14) as a potential ligand.
doi:10.3987/com-12-s(n)60
fatcat:xunmzz2zbzf5vmd6i53aad7xge