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. Author manuscript; available in PMC: 2015 Aug 11.
Published in final edited form as: Adv Synth Catal. 2014 Jul 30;356(11-12):2517–2524. doi: 10.1002/adsc.201400679

Table 5.

Substrate scope of aryl bromides in the α-arylation of aryl benzyl thioethers.

graphic file with name nihms640057u5.jpg
entry S–Ar –CH2–Ar Br–Ar product yield (%)
1 graphic file with name nihms640057t11.jpg graphic file with name nihms640057t12.jpg graphic file with name nihms640057t13.jpg 4l 80a
2 graphic file with name nihms640057t14.jpg graphic file with name nihms640057t15.jpg graphic file with name nihms640057t16.jpg 4m 97a
3 graphic file with name nihms640057t17.jpg graphic file with name nihms640057t18.jpg graphic file with name nihms640057t19.jpg 4n 83b
4 graphic file with name nihms640057t20.jpg graphic file with name nihms640057t21.jpg graphic file with name nihms640057t22.jpg 4o 60
5 graphic file with name nihms640057t23.jpg graphic file with name nihms640057t24.jpg graphic file with name nihms640057t25.jpg 4i 77b
6 graphic file with name nihms640057t26.jpg graphic file with name nihms640057t27.jpg graphic file with name nihms640057t28.jpg 4p 70
7 graphic file with name nihms640057t29.jpg graphic file with name nihms640057t30.jpg graphic file with name nihms640057t31.jpg 4q 65b
8 graphic file with name nihms640057t32.jpg graphic file with name nihms640057t33.jpg graphic file with name nihms640057t34.jpg 4e 60a
9 graphic file with name nihms640057t35.jpg graphic file with name nihms640057t36.jpg graphic file with name nihms640057t37.jpg 4r 74a
10 graphic file with name nihms640057t38.jpg graphic file with name nihms640057t39.jpg graphic file with name nihms640057t40.jpg 4s 74
11 graphic file with name nihms640057t41.jpg graphic file with name nihms640057t42.jpg graphic file with name nihms640057t43.jpg 4t 56c
12 graphic file with name nihms640057t44.jpg graphic file with name nihms640057t45.jpg graphic file with name nihms640057t46.jpg 4u 70c
13 graphic file with name nihms640057t47.jpg graphic file with name nihms640057t48.jpg graphic file with name nihms640057t49.jpg 4v 71c
14 graphic file with name nihms640057t50.jpg graphic file with name nihms640057t51.jpg graphic file with name nihms640057t52.jpg 4x 57c
a

1 h.

b

Slow addition of base for 40 min, 15 min.

c

KO-tBu as base, 50°C for 30 min reaction time.