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. Author manuscript; available in PMC: 2024 May 24.
Published in final edited form as: J Am Chem Soc. 2023 May 15;145(20):11005–11011. doi: 10.1021/jacs.3c03780

Table 4.

Site-selectivity comparison of Ni and Pd catalysisa

graphic file with name nihms-1974541-t0010.jpg
Entry3 Substrate Regioselectivity under condition A Regioselectivity under condition B
1 graphic file with name nihms-1974541-t0011.jpg 40:1 17:1
2 graphic file with name nihms-1974541-t0012.jpg 36:1 6.7:1
3 graphic file with name nihms-1974541-t0013.jpg 4:1b 1.3:1
a

Condition A: 1k/1l/1j (0.1 mmol, 1.0 equiv), 2a (4.0 equiv), Ni(cod)2 (10 mol%), PPh2Me (15 mol%), BTMG (3.0 equiv), benzene (0.25 mL), 50 °C, 48 h. Condition B: 1k/1l/1j (0.1 mmol, 1.0 equiv), 2a (1.5 equiv), Pd2(dba)3 (1.0 mol%), CyJohnphos (4 mol%), K2CO3 (2.0 equiv), 1,4-dioxane (0.25 mL), 120 °C, 12 h. The yields and ratio of two isomers were determined by 1H-NMR with CH3NO2 as an internal standard.

c

70 °C was used.