AI Article Synopsis
- - A novel method for creating substituted pyridines from iodoenones is introduced, using a two-step process that includes Sonogashira coupling with a free alkyne.
- - The process involves a sequence of chemical reactions, including thiophenol treatment and a Michael-retro-Michael process, leading to the final pyridine structure.
- - This technique allows for the incorporation of various substituents at different positions on the pyridine ring, expanding possibilities for synthesizing bioactive heterocycles.
Article Abstract
A new access to substituted pyridines was developed from iodoenones. This two-step procedure involves a Sonogashira coupling with a free alkyne containing a nosylamide followed by a thiophenol treatment in basic conditions that triggers nosyl deprotection, a Michael-retro-Michael process, condensation, and isomerization in cascade to yield the heterocycle. This method enables the introduction of different substituents at several pyridine positions. This approach offers new synthetic opportunities to produce heterocycles present in many bioactive compounds.
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| http://dx.doi.org/10.1021/acs.joc.4c02502 | DOI Listing |
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