Fig. 4: Gram-scale reactions and synthetic applications. | Nature Communications

Fig. 4: Gram-scale reactions and synthetic applications.

From: Regioselective Ni-Catalyzed reductive alkylsilylation of acrylonitrile with unactivated alkyl bromides and chlorosilanes

Fig. 4

a Gram-scale reaction of 1a, 2a and 3a, and synthetic applications of 4; (i) 4 (0.2 mmol), CsF (0.048 mmol), CH3CN (4.3 mL), room temperature, 6 h; (ii) 4 (0.2 mmol), N-bromosuccinimide (0.5 mmol), TEMPO (0.4 mmol), CH3CN (0.4 mL), room temperature, 3 h; (iii) 4 (0.4 mmol), propane-1-thiol (0. 48 mmol), AIBN (0.01 mmol), THF (1 mL), 50 °C, 48 h, N2 atmosphere; b surface modification of glass using 4, Glass slide (1.5 × 1.5 cm2), 4 (2 mmol), [(COE)2IrCl]2 (0.1 mmol), DMA ∙ HCl (0.2 mmol), DCM (1.0 mL), room temperature, 12 h; c gram-scale reaction of 1a, 2a and 3i, and synthetic applications of 68; (iv) 4-chlorobenzaldehyde (0.2 mmol), 4 (0.4 mmol), CsOAc (0.02 mmol), DMF (1 mL), 40 °C, 12 h; (v) sulfinyldibenzene (0.2 mmol), 4 (0.4 mmol), TfOH (0.3 mmol), DCE (2 mL), 50 °C, 18 h; (vi) Ethyl 4-bromobenzoate (0.2 mmol), 4 (0.3 mmol), Pd2dba3 (0.01 mmol), Xantphos (0.02 mmol), and ZnF2 (0.12 mmol) in DMF (0.2 mL), 90 °C, 18 h, N2 atmosphere. Reaction details were shown in the supplementary notes 3.3 Gram-scale Reactions and Synthetic Applications.

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