D.-W. Sun, Y.-Y. Zhou, M. Jiang et al.
Tetrahedron xxx (xxxx) xxx
1H NMR (400 MHz, CDCl
)
d
8.22 (dd, J ¼ 8.0, 1.6 Hz, 1H), 7.90 (dd,
4.3.16. 2-(Furan-2-yl)-4H-chromen-4-one (2q)
White solid, 34.8 mg, yield: 82%. This is a known compound [21].
H NMR (400 MHz, CDCl
8.20 (dd, J ¼ 8.0, 1.4 Hz, 1H), 7.72e7.63
(m, 1H), 7.61 (s, 1H), 7.48 (d, J ¼ 8.4 Hz, 1H), 7.39 (t, J ¼ 7.5 Hz, 1H),
.13 (d, J ¼ 3.4 Hz, 1H), 6.73 (s, 1H), 6.60 (dd, J ¼ 3.3, 1.6 Hz, 1H).
3
J ¼ 7.8, 1.7 Hz, 1H), 7.67 (ddd, J ¼ 8.6, 7.1, 1.7 Hz, 1H), 7.52 (d,
1
J ¼ 7.9 Hz, 1H), 7.50e7.44 (m, 1H), 7.40 (dd, J ¼ 11.0, 4.0 Hz, 1H), 7.14
3
) d
(
s, 1H), 7.13e7.07 (m, 1H), 7.04 (d, J ¼ 8.4 Hz, 1H), 3.93 (s, 3H).
7
4.3.6. 2-(3-Methoxyphenyl)-4H-chromen-4-one (2f)
White solid, 47.4 mg, yield: 94%. This is a known compound.[10]
Declaration of competing interest
1
H NMR (400 MHz, CDCl
.59e7.47 (m, 2H), 7.43 (s, 3H), 7.08 (s, 1H), 6.81 (s, 1H), 3.89 (s, 3H).
3
)
d
8.22 (d, J ¼ 6.4 Hz, 1H), 7.69 (s, 1H),
7
The authors declare that they have no known competing
financial interests or personal relationships that could have
appeared to influence the work reported in this paper.\
4
.3.7. 2-(4-Methoxyphenyl)-4H-chromen-4-one (2g)
White solid, 48.4 mg, yield: 96%. This is a known compound.[10]
1
H NMR (400 MHz, CDCl
H), 7.70e7.61 (m, 1H), 7.54 (d, J ¼ 8.4 Hz, 1H), 7.39 (t, J ¼ 7.5 Hz,
3
)
d
8.28e8.12 (m, 1H), 7.88 (d, J ¼ 8.9 Hz,
Acknowledgements
2
1
H), 7.01 (d, J ¼ 8.9 Hz, 2H), 6.74 (s, 1H), 3.88 (s, 3H).
Financial support from China Postdoctoral Science Foundation
(No. 2020M672530) and the science and technology project of
China Southern Power Grid (No.GDKJXM20198165) are gratefully
acknowledged.
4
.3.8. 2-(4-Fluorophenyl)-4H-chromen-4-one (2h)
White solid, 35.6 mg, yield: 74%. This is a known compound.[11]
1
H NMR (400 MHz, CDCl
3
)
d
8.22 (d, J ¼ 7.9 Hz, 1H), 7.93 (dd, J ¼ 8.7,
Appendix A. Supplementary data
5
.2 Hz, 2H), 7.70 (t, J ¼ 7.8 Hz, 1H), 7.55 (d, J ¼ 8.3 Hz, 1H), 7.42 (t,
19
J ¼ 7.6 Hz, 1H), 7.20 (d, J ¼ 8.5 Hz, 2H), 6.77 (s, 1H). F NMR
(
376 MHz, CDCl
3
) d
ꢁ107.46 to ꢁ107.54 (m, 1F).
4
.3.9. 2-(4-Chlorophenyl)-4H-chromen-4-one (2i)
White solid, 41.6 mg, yield: 81%. This is a known compound.[11]
H NMR (400 MHz, CDCl
8.22 (dd, J ¼ 7.9, 1.5 Hz, 1H), 7.86 (d,
References
1
3
) d
J ¼ 8.6 Hz, 2H), 7.70 (ddd, J ¼ 8.7, 7.2, 1.6 Hz, 1H), 7.56 (d, J ¼ 8.5 Hz,
1
H), 7.50 (d, J ¼ 8.6 Hz, 2H), 7.44e7.41 (m, 1H), 6.79 (s, 1H).
4.3.10. 2-(4-(Trifluoromethyl)phenyl)-4H-chromen-4-one (2k)
[
White solid, 27.9 mg, yield: 48%. This is a known compound.[11]
1
H NMR (400 MHz, CDCl
3
)
d
8.23 (dd, J ¼ 7.9, 1.5 Hz, 1H), 8.04 (d,
J ¼ 8.2 Hz, 2H), 7.79 (d, J ¼ 8.3 Hz, 2H), 7.73 (ddd, J ¼ 8.6, 7.2, 1.6 Hz,
1
9
1
H), 7.59 (d, J ¼ 8.5 Hz, 1H), 7.45 (t, J ¼ 7.5 Hz, 1H), 6.86 (s, 1H).
F
NMR (376 MHz, CDCl
3
) d
ꢁ63.04 (s, 3F).
4
.3.11. 6-Methyl-2-phenyl-4H-chromen-4-one (2l)
White solid, 42.5 mg, yield: 90%. This is a known compound.[3]
H NMR (400 MHz, CDCl 8.01 (s, 1H), 7.94e7.87 (m, 2H),
1
3
) d
7.52e7.45 (m, 5H), 6.81 (s, 1H), 2.46 (s, 3H).
4
.3.12. 5-Methyl-2-phenyl-4H-chromen-4-one (2m)
White solid, 43.9 mg, yield: 93%. This is a known compound.[3]
1
H NMR (400 MHz, CDCl
3
)
d
8.10 (d, J ¼ 8.1 Hz, 1H), 7.92e7.89 (m,
2
2
H), 7.52e7.48 (m, 3H), 7.37 (s, 1H), 7.24e7.22 (m, 1H), 6.79 (s, 1H),
[
.50 (s, 3H).
4
.3.13. 7-Fluoro-2-phenyl-4H-chromen-4-one (2n)
White solid, 32.2 mg, yield: 67%. This is a known compound.[3]
[
1
H NMR (400 MHz, CDCl
3
)
d
8.23 (dd, J ¼ 8.8, 6.4 Hz, 1H), 7.91e7.84
(
2
m, 2H), 7.58e7.46 (m, 3H), 7.27e7.21 (m, 1H), 7.14 (td, J ¼ 8.5,
19
.3 Hz, 1H), 6.79 (s, 1H). F NMR (376 MHz, CDCl
3
)
d
ꢁ102.82
to ꢁ102.88 (m, 1F).
[
4
.3.14. 6-chloro-2-phenyl-4H-chromen-4-one (2o)
White solid, 40.0 mg, yield: 78%. This is a known compound.[3]
H NMR (400 MHz, CDCl
8.15 (d, J ¼ 2.5 Hz, 1H), 7.87 (dd, J ¼ 8.0,
.6 Hz, 2H), 7.60 (dd, J ¼ 8.9, 2.6 Hz, 1H), 7.57e7.42 (m, 4H), 6.79 (s,
1
3
) d
1
1
H).
[
4.3.15. 7-bromo-2-phenyl-4H-chromen-4-one (2p)
[
White solid, 48.18 mg, yield: 80%. This is a known compound.[3]
1
H NMR (400 MHz, CDCl
3
)
d
8.07 (d, J ¼ 8.5 Hz, 1H), 7.94e7.81 (m,
2
H), 7.76 (d, J ¼ 1.2 Hz, 1H), 7.56e7.46 (m, 4H), 6.80 (s, 1H).
4