Fig. 4: The synthesis of tetrahydroquinoline derivatives via Pd-catalyzed migratory cycloannulation. | Nature Communications

Fig. 4: The synthesis of tetrahydroquinoline derivatives via Pd-catalyzed migratory cycloannulation.

From: Construction of azaheterocycles via Pd-catalyzed migratory cycloannulation reaction of unactivated alkenes

Fig. 4

The values under each structure indicate isolated yields (See Supplementary Information for experimental details). Reaction conditions: 1 (0.4 mmol), 2 (0.2 mmol), Pd2(dba)3 (2.8 mg, 1.5 mol%), L8 (4.3 mg, 3.0 mol%), Na2CO3 (53.0 mg, 0.5 mmol), nBu4NCl (111.2 mg, 0.4 mmol), DMF (3.0 mL), 80 °C, 18 h. For 5i, the reaction was conducted for 24 h. Bn, benzyl; Me, methyl; tBu, tert-butyl; Ar, aryl; Ac, acetyl; Ts, 4-toluolsulfonyl; Cbz, benzyloxycarbonyl; DMF, N,N-dimethylformamide; ND, not detected., dr, diastereomeric ratio.

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