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

Table 2. Photodetosylation Optimization and Control Reactionsa.

graphic file with name ol4c00513_0007.jpg

entry equiv of DHP I equiv of Cs2CO3 time (h) yield of 11b (%)
1 1.0 5.0 18 72
2 1.2 5.0 18 81
3 1.5 5.0 18 83
4 1.2 4.0 18 99
5 1.2 0 18 c
6 1.2 4.0 18 c,d
7 1.2 4.0 8 89
8 1.2 4.0 12 97
a

Ts: tosyl.

b

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

c

No reaction.

d

No light.