Beilstein J. Org. Chem.2023,19, 982–990, doi:10.3762/bjoc.19.73
refluxing acetonitrile gave unique 2-azabicyclo[4.2.0]octa-3,7-dienes as major products and 1,3a,4,6a-tetrahydrocyclopenta[b]pyrroles as minor products via further rearrangement.
Keywords: 1,4-dihydropyridine; electron-withdrawingalkyne; formal [2 + 2] cycloaddition; Huisgen's 1,4-dipole; isoquinoline
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Graphical Abstract
Scheme 1:
Various cycloaddition reactions of 5,6-unsymmetric 1,4-dihydropyridines.
Beilstein J. Org. Chem.2015,11, 930–948, doi:10.3762/bjoc.11.104
slightly more difficult to oxidize owing to the presence of the electron-withdrawingalkyne system. The acyclic compounds 1a and 5–7 all undergo two reversible two-electron oxidations; that is, the two TTFs are oxidized at the same potentials when separated by butadiyne, gem- or trans-TEE, or bis
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Graphical Abstract
Figure 1:
TTF dimers with linearly or cross-conjugated bridging units, acyclic or cyclic bridging units.