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. 2020 Jul 14;10(44):26414–26417. doi: 10.1039/d0ra04367b

Nickel-catalyzed tandem reactions of 3-(2-hydroxy-phenyl)-acrylic acids 1 with 2-bromo-benzenethiols 4, each involving cyclic esterification/C–S bond formationa.

graphic file with name d0ra04367b-u14.jpg
Entry R R2 3 Yieldb
1 H H graphic file with name d0ra04367b-u15.jpg 73
2 4-CH3O H graphic file with name d0ra04367b-u16.jpg 69
3 5-Cl H graphic file with name d0ra04367b-u17.jpg 75
4 4,5-diCH3 H graphic file with name d0ra04367b-u18.jpg 64
5 4,5-diCH3O H graphic file with name d0ra04367b-u19.jpg 60
6 4,5-diCH3O Naphthyl graphic file with name d0ra04367b-u20.jpg 52
a

Unless otherwise noted, reaction conditions were 1 (0.5 mmol), 3 (0.6 mmol), Ni(CO)4 (10 mol%), NaOEt (2 equiv.), DMSO (5 mL), 90 °C, and a reaction time of 10 h.

b

Isolated yield.