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Abstract

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Paper | Special issue | Vol 86, No. 1, 2012, pp. 487 - 496
Published online: 3rd August, 2012
DOI: 10.3987/COM-12-S(N)45
SYNTHESIS OF PHENANTHRIDINES AND RELATED COMPOUNDS BY PALLADIUM-CATALYZED DIRECT COUPLING VIA C–H AND N–H BOND CLEAVAGES

Daisuke Takeda, Koji Hirano, Tetsuya Satoh,* and Masahiro Miura*

*Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan

Abstract

The palladium-catalyzed direct annulation of benzophenone imines with o-dihalobenzenes proceeds through C–H and N–H bond cleavages to produce 6-arylphenanthridine derivatives. 2-Phenyl-imidazole, -benzimidazole, and -indole also undergo the annulation to form the corresponding tetra- and pentacyclic compounds.

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