Allyl Mercaptan → 4-Allylsulfanylmethyl-2,2-dimethyl-6-o-tolyl-1,2-dihydroquinoline

HRID 25799

Reaktionsgleichung

Reaktionsgleichung von HRID 25799
[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.[CH3:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1B(O)O.[CH2:32]([SH:35])[CH:33]=[CH2:34]>>[CH2:32]([S:35][CH2:12][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[CH3:22])[CH:8]=2)[NH:3][C:2]([CH3:1])([CH3:21])[CH:11]=1)[CH:33]=[CH2:34]

Komponenten

4

Edukt 3

HCID 13367Allyl MercaptanHCID 27332672-Methylphenyl boronic acidHCID 20760320Trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester

Produkt 1

HCID 117245204-Allylsulfanylmethyl-2,2-dimethyl-6-o-tolyl-1,2-dihydroquinoline

Versuchsvorschrift

Trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester was coupled with 2-methylphenyl boronic acid. Bromination and coupling reaction with allyl mercaptan gave 35 mg of 4-allylsulfanylmethyl-2,2-dimethyl-6-o-tolyl-1,2-dihydroquinoline.

Quellen und Nachweise

ORD-Eintrag
ord-10d7b4f2a1324f74b8d42d98498ca57c
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06858627B2

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