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. 2019 Dec 20;11(6):1503–1509. doi: 10.1039/c9sc05332h

Optimization of reaction conditionsa.

graphic file with name c9sc05332h-u1.jpg
Entry Reaction conditions (reagent (equiv)) % Yield of 3ab % Yield of 2ab
1 K2S (6), 120 °C 51 19
2 K2S (6), 140 °C 66 16
3 K2S (4), 140 °C 42 44
4 K2S (2), 140 °C 10 64
5c K2S (6), H2O (30), 140 °C 60 19
6 Na2S·9H2O (6), 140 °C 20 15
7 S8 (6), 140 °C 10 71
8 S8 (6), Et3N (10), 140 °C Trace 98
9d K2S (6), 140 °C 83 16
a

Reactions were run in 0.03 mmol scale for 24 h in Ar (R = hexylheptyl).

b

Isolated yields of 2a and 3a.

c

40 h.

d

Before heating at 140 °C, the reaction mixture was stirred at 25 °C for 10 min.