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. 2024 Feb 27;26(9):1975–1979. doi: 10.1021/acs.orglett.4c00513

Table 1. Hydrodechlorination Optimization and Control Reactions.

graphic file with name ol4c00513_0006.jpg

entry DHP [MeCN] (mM) base yield of 2a (%)
1 I, 1.0 equiv 50 Cs2CO3 60
2 I, 1.2 equiv 50 Cs2CO3 69
3 I, 1.5 equiv 50 Cs2CO3 75
4 I, 1.5 equiv 62.5 Cs2CO3 78b
5 I, 1.5 equiv 62.5 none c
6 I, 1.5 equiv 62.5 Cs2CO3 c,d
7 II, 1.5 equiv 62.5 tBuOKe 22
a

Yield calculated by 1H NMR using 1,3,5-trimethoxybenzene as an external standard.

b

Isolated yield.

c

No reaction.

d

No light.

e

2.2 equiv.