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. Author manuscript; available in PMC: 2024 Sep 20.
Published in final edited form as: J Am Chem Soc. 2023 Sep 6;145(37):20176–20181. doi: 10.1021/jacs.3c06532

Table 2.

Nickel-catalyzed N-heterocycle aldehyde coupling scopea

graphic file with name nihms-1967902-t0006.jpg
a

NiBr2•dme (0.04 mmol, 0.2 eq), bpp (0.04 mmol, 0.2 eq), ≤ 10 μm Zn powder (0.6 mmol, 3.0 eq), H2O (0.6 mmol, 3.0 eq) and DTBP (1.0 mmol, 5 eq).

b

NiCl2•dme (0.02 mmol, 0.1 eq), bpp (0.02 mmol, 0.1 eq), nano powder Zn (0.4 mmol, 2.0 eq), H2O (0.4 mmol, 2.0 eq) and DTBP (0.8 mmol, 4 eq).

c

Formed as an 85:15 regioisomeric mixture.

d

THF (6.0 equiv) was used.