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. Author manuscript; available in PMC: 2023 Jul 13.
Published in final edited form as: J Am Chem Soc. 2022 Jun 29;144(27):12476–12487. doi: 10.1021/jacs.2c04627

Table 3.

Scope of Peptides in Copper-Catalyzed Chan-Lam Coupling with 1a.a

graphic file with name nihms-1826341-t0004.jpg

Reaction conditions:

a

1a (0.1 mmol), 5 (1.5 equiv), 10 mol % CuBr in iPrOH (1.0 mL) under an argon atmosphere at room temperature for 24 h.

b

48 h.

c

1a (0.1 mmol), 5 (1.5 equiv), CuBr (10 mol %), MeOH (1.0 mL), 48 h.

d

1a (0.05 mmol), 5 (1.5 equiv), CuBr (10 mol %), MeOH (1.0 mL), H2O (1.0 mL), DMF (0.15 mL), 48 h. Yields provided in square brackets are reported as a % conversion determined from reverse-phase HPLC. Tyrs: 4-diphenylsulfiliminyl Tyrosine.