Fig. 3: Scope of enantioselective synthesis of N-propargyl indoles enabled by Ni-catalyzed C(sp3)-C(sp) coupling reactions.
From: Enantioselective synthesis of N-alkylindoles enabled by nickel-catalyzed C-C coupling

Conditions: a All reactions were carried out with NiI2 (10 mol%), ligand L*8 (15 mol%), 1 (0.10 mmol), 5 (0.25 mmol), (OEt)2MeSiH (0.30 mmol), KF (0.30 mmol) and DME (0.25 mL) at 0 °C for 36 h; b NiI2·xH2O instead of NiI2; c MeCN instead of DME; d Pybox ligand (S,S)-L*17 instead of L*8, K3PO4 instead of KF, 40 °C, 24 h (see SI for details). TIPS = triisopropylsilyl; TBS = t-butyldimethylsilyl.