Technology Process of 5-(5-(3,4-dichloro-5-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol
There total 8 articles about 5-(5-(3,4-dichloro-5-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-bromo-3,3,3-trifluoropropene; 2-(3,4-dichloro-5-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;
With
bis-triphenylphosphine-palladium(II) chloride; caesium carbonate;
In
tetrahydrofuran; N,N-dimethyl-formamide;
at 70 ℃;
for 4h;
Sealed tube;
N,1-dihydroxy-3,3-dimethyl-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbimidoyl chloride;
With
triethylamine;
In
tetrahydrofuran; N,N-dimethyl-formamide;
for 12h;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: ammonium chloride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C
2.2: 6 h / 20 °C
2.3: 3 h / 0 °C
3.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 12 h / Reflux
4.1: hydroxylamine hydrochloride; sodium acetate / tetrahydrofuran; water / 16 h / 20 °C
5.1: N-chloro-succinimide / N,N-dimethyl-formamide / 3 h / 45 °C
6.1: caesium carbonate; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran; N,N-dimethyl-formamide / 4 h / 70 °C / Sealed tube
6.2: 12 h
With
bis-triphenylphosphine-palladium(II) chloride; N-chloro-succinimide; N-Bromosuccinimide; n-butyllithium; hydroxylamine hydrochloride; sodium acetate; ammonium chloride; caesium carbonate; dibenzoyl peroxide;
In
tetrahydrofuran; tetrachloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 0 - 20 °C
1.2: 6 h
2.1: ammonium chloride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C
3.2: 6 h / 20 °C
3.3: 3 h / 0 °C
4.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 12 h / Reflux
5.1: hydroxylamine hydrochloride; sodium acetate / tetrahydrofuran; water / 16 h / 20 °C
6.1: N-chloro-succinimide / N,N-dimethyl-formamide / 3 h / 45 °C
7.1: caesium carbonate; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran; N,N-dimethyl-formamide / 4 h / 70 °C / Sealed tube
7.2: 12 h
With
bis-triphenylphosphine-palladium(II) chloride; N-chloro-succinimide; N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; hydroxylamine hydrochloride; sodium acetate; ammonium chloride; caesium carbonate; N,N-dimethyl-formamide; dibenzoyl peroxide;
In
tetrahydrofuran; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide;