Table 1 Condition optimization and control experimentsa

From: Site-selective α-C(sp3)–H arylation of dialkylamines via hydrogen atom transfer catalysis-enabled radical aryl migration

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Entry

deviations

Yield (%)

r.r. (Ha:Hb)

1

none

99 (98b)

>99:1

2

w/o 4-DPAIPN

n.d.

–

3

w/o iPr3SiSH

n.d.

–

4

w/o Na2CO3

n.d.

–

5

w/o light

n.d.

–

6

under air

n.d.

–

7

4-CzIPN instead of PC-I

<5%

–

8

PC-III instead of PC-I

23

> 99:1

9

PC-IV instead of PC-I

26

> 99:1

10

H-2 – H-5 instead of iPr3Si–SH

n.d.

–

11

H-6 instead of iPr3Si–SH

n.d.

–

  1. aYields and site-selectivities were calculated by 1H NMR spectroscopy using CH2Br2 as an internal standard. bIsolated yield.
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