- Versatile oxidative approach to carbazoles and related compounds using MoCl5
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The unique oxidizing power of molybdenum pentachloride provides an easy to perform, versatile, and high yielding method to construct carbazoles and the corresponding dibenzo analogues of thiophene, furan, and selenophene. The coupling reaction tolerates a variety of functional groups. The synthesis is highly modular. By this approach a precursor for the naturally occurring carbazole koenigicine was prepared.
- Trosien, Simon,B?ttger, Philipp,Waldvogel, Siegfried R.
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p. 402 - 405
(2014/04/03)
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- Quinones and Quinone Methides. VII. Reactions of 1,4-Naphthoquinone and 1,4-Benzoquinones with 4-Hydroxy-2H-1-benzopyran-2-one and 5,5-Dimethylcyclohexane-1,3-dione in Acid Solutions
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4-Hydroxy-2H-1-benzopyran-2-one (4) reacts with 1,4-naphthoquinone, 2-methoxy-1,4-benzoquinone and 1,4-benzoquinone in aqueous acetic acid solutions to yield the quinone (6) and the quinols (11) and (2), respectively.With 5,5-dimethylcyclohexane-1,3-dione, 1,4-naphthoquinone forms a bisfurano compound (9) while 1,4-benzoquinone yields the bisfurano compound (18) and the monophenolic furano derivative (17).The blue product formed by acid catalysed dimerization of 2-methoxy-1,4-benzoquinone forms a diacetate, the n.m.r. spectra of which is in accord with structure (15b).
- Jurd, Leonard
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p. 1603 - 1610
(2007/10/02)
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