Allyl Mercaptan → 4-Allylsulfanylmethyl-2,2-dimethyl-6-(2-trifluoromethylphenyl)-1,2-dihydroquinoline
Reaction equation
[CH3:1][C:2]1([CH3:21])[CH:11]=[C:10]([CH3:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7](OS(C(F)(F)F)(=O)=O)[CH:8]=2)[NH:3]1.[F:22][C:23]([F:34])([F:33])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1B(O)O.[CH2:35]([SH:38])[CH:36]=[CH2:37]>>[CH2:35]([S:38][CH2:12][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=3[C:23]([F:34])([F:33])[F:22])[CH:8]=2)[NH:3][C:2]([CH3:1])([CH3:21])[CH:11]=1)[CH:36]=[CH2:37]Participants
4
Procedure
Trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester was coupled with 2-trifluoromethylphenylboronic acid. Bromination and coupling reaction with allyl mercaptan gave 23 mg of the title compound.
Sources & evidence
- ORD record
- ord-97c7e2e3732245af938ffff399c7fe1b
- Source dataset
- uspto-grants-2005_02
- Patent number
- US06858627B2
Reaction notes
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