Laccase-catalyzed iodination of 4-hydroxybenzoic acid derivatives and related compounds 1q–ta.
Entry | 1 | Laccase (U) | Time(h) | Yield products (%) |
---|---|---|---|---|
1 | q | 45 + 90 | 36 | |
2b | r | 45 + 180 | 120 | |
3c | s | 45 + 500 | 48 | |
4 | t | 45 + 270 | 24 |
2 mmol 1 were reacted in 90 mL buffer. The yields of 2 and 4 refer to isolated yields. Initially, 45 U enzyme were added, additionally laccase in buffer was added during 5 h by syringe pump. Substrate in 3 mL DMSO was added by a second syringe pump during the same time the enzyme was added. Substrates with one iodination site were reacted with 3 equiv. KI, substrates with 2 iodination sites were reacted with 4 equiv. KI.
Additional enzyme and substrate were added during 10 h.
Additional enzyme and substrate were added during 30 h.