Table 1.
Optimization of reaction conditions for the treatment of t-Bu-FIDO with Lawesson's reagent.a
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Entry | Equiv | Reaction temperature (°C) | Solvent | Reaction time (h) | Conversionb (%) |
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1 2 3 4 5 6 7 8 9 10 |
1.5 1.5 1.5 1.5 3 3 14 20 20 20 |
70 50 70 100 100 120 120 120 120 120 |
THF CS2 o-DCB toluene toluene toluene toluene toluene toluene o-DCB |
14 14 14 14 14 14 14 14 20 20 |
NRc NR NR NR 5 10 50 70 90 99 |
aAll reactions were performed with t-Bu-FIDO (50 mg) under N2 atmosphere. All the solvents (10 mL) were anhydrous. bConversion was estimated from the HPLC peak area ratio. cNR = no reaction.