Table 1 Comparison of the yields for photo-mediated indole hydroboration from various PCs

From: Diastereoselective dearomatization of indoles via photocatalytic hydroboration on hydramine-functionalized carbon nitride

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entry

PC

Yield% of 3aa

Yield% of 3a’a

1

CN-V

96b

0

2

Ir(ppy)3 (2 mol%)

trace

trace

3

Ir[dF(CF3)ppy]2(dtbbpy)PF6 (2 mol%)

72

0

4

Ir(ppy)2(dtbbpy)PF6 (2 mol%)

57

0

5

4-CzIPN (5 mol%)

61

7

6c

4-CzIPN (5 mol%)

0

87b

7

CN

63

0

8d

CN-V

0

0

9e

CN-V

18

0

10f

CN-V

20

72

  1. Reaction conditions: 1-(tert-butyl)−3-methyl-1H-indole-1,3-dicarboxylate (1a, 0.10 mmol), NHC-borane (2a, 0.15 mmol), PC (5 mg), ArSH (30 mol%), K2CO3 (0.05 mmol), DMSO (2 mL), 18 W blue LED irradiation, room temperature, 24 h. aYields were determined by analysis of the crude 1H NMR spectra using 1,3,5-trimethoxybenzene as an internal standard. bIsolated yields. cCH3CN was used instead of DMSO. d Without light or CN-V. e Without ArSH. f Without K2CO3. 4-CzIPN 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile.
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