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A synthesis of quinoline-5,8-quinones via the benzannulation of 1,4-dihydro-2-pyridyl carbene complexes

โœ Scribed by Glen A. Peterson; William D. Wulff

Book ID
104257618
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
211 KB
Volume
38
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

A method for the preparation of quinoline-5,8-quinones is described with the key step the benzannulation of a dihydropyridyl Fischer carbene complex. The carbene complexes are generated by the standard Fischer method upon metallation of N-Boc protected 1,4-dihydropyridines and their reactions with alkynes to provide 1,4-dihydroquinolines. The latter are converted to quinoline,5,8-quinones by a two-step oxidation procedure involving ceric ammonium nitrate and trityl tetrafluoroborate.

๐Ÿ“œ SIMILAR VOLUMES

ChemInform Abstract: A Synthesis of Quin
ChemInform Abstract: A Synthesis of Quinoline-5,8-quinones via the Benzannulation of 1,4- Dihydro-2-pyridyl Carbene Complexes.
โœ G. A. PETERSON; W. D. WULFF ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 30 KB ๐Ÿ‘ 2 views

A Synthesis of Quinoline-5,8-quinones via the Benzannulation of 1,4-Dihydro-2-pyridyl Carbene Complexes. -Carbene complexes (I), generated by the standard Fischer method upon metallation of the corresponding pyridines, give with alkynes (II) the benzannulated products (III), which can be converted