Abstract
Heterocyclic substrates containing a conjugated alkyne and a pendant nitrile were shown to cyclize in an overall tetradehydro-Diels-Alder reaction to give products in which the initial heterocycle bears a newly fused pyridine ring. Base-promoted tautomerization of the alkyne to its isomeric allene allows this process to occur at ambient temperature. DFT studies support many of the mechanistic interpretations of the overall results.
Original language | English (US) |
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Pages (from-to) | 12716-12726 |
Number of pages | 11 |
Journal | Journal of Organic Chemistry |
Volume | 88 |
Issue number | 17 |
DOIs | |
State | Published - Sep 1 2023 |
Externally published | Yes |
Bibliographical note
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