4.6 Article

Unexpected reactivity of pyridinium salts toward alkynyl Fischer complexes to produce oxo-heterocycles

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APPLIED ORGANOMETALLIC CHEMISTRY
卷 32, 期 3, 页码 -

出版社

WILEY
DOI: 10.1002/aoc.4202

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Alkynyl Fischer carbene; disubstituted 2H-pyran-2-one; pyridine ylide; trisubstituted furan

资金

  1. Direccion de Apoyo a la Investigacion y al Posgrado [811/2016]
  2. Consejo Nacional de Ciencia y Tecnologia [218003, 241803]
  3. UG-CONACYT [260373]

向作者/读者索取更多资源

The unprecedented reaction of ketone-containing aromatic pyridinium salts 3a-e and alkynyl Fischer complexes 1a-f proceeds via a mild domino process to provide 4,6-disubstituted pyran-2-ones 5a-k and 2,3,5-trisubstituted furans 6a-h (45-97%). According of the results of isotopic labeling experiments, a mechanism involving an initial Michael addition appears to be the key step, obtaining a mesomeric structure responsible for the formation of both products.

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