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Beilstein J. Org. Chem. 2018, 14, 2907–2915, doi:10.3762/bjoc.14.269
Graphical Abstract
Figure 1: Examples of biologically important cycloalkyl-fused pyridines.
Scheme 1: Synthesis of 3-oxopropanenitriles 3.
Scheme 2: Proposed mechanism for the formation of 7f.
Scheme 3: Synthesis of indole–cyclododeca[b]pyridine-3-carbonitriles 7 and 14.
Figure 2: Axial chirality due to restricted C–C bond rotation (representative cases).
Figure 3: ORTEP diagram of 12r.
Scheme 4: Synthesis of indole–cycloalkyl[b]pyridine-3-carbonitrile hybrids 15–18.
Figure 4: ORTEP diagram of 16f.