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Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; [bis(acetoxy)iodo]benzene; magnesium acetate In decane; butyl butyrate at 0℃; chemoselective reaction; | 91% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 0.5h; Inert atmosphere; | 83.4% |
With triethylamine In tetrahydrofuran at 10 - 20℃; for 3h; | 81% |
With potassium carbonate In tetrahydrofuran | |
With triethylamine In chloroform at 10℃; for 12h; |
acrylic acid-6-iodohexyl ester
A
n-hexyl acrylate
B
1,11-dioxacycloisocosane
C
oxecan-2-one
Conditions | Yield |
---|---|
With sodium cyanoborohydride In methanol for 3h; Ambient temperature; Irradiation; Yields of byproduct given; | A n/a B n/a C 74% |
With sodium cyanoborohydride In methanol for 3h; Ambient temperature; Irradiation; Yield given; | A n/a B n/a C 74% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 8h; Reflux; | 62.6% |
With alkanesulfonic acid; toluene at 120℃; | |
With zirconium(IV) oxychloride at 50℃; for 24h; | 61 % Chromat. |
Conditions | Yield |
---|---|
In 2,2,4-trimethylpentane at 37℃; immobilized lipase from Candida cylindracea; | 40% |
In 2,2,4-trimethylpentane at 37℃; immobilized lipase from Candida cylindracea; transesterification, other alcohols; also with vinyl methacrylate; | 40% |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 47percent HBr / toluene / Heating 2: NaI / acetone / Ambient temperature 3: p-TolSO3H / benzene / Heating 4: NaBH3CN / methanol / 3 h / Ambient temperature; Irradiation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NaI / acetone / Ambient temperature 2: p-TolSO3H / benzene / Heating 3: NaBH3CN / methanol / 3 h / Ambient temperature; Irradiation View Scheme |
1-iodohexan-6-ol
n-hexyl acrylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: p-TolSO3H / benzene / Heating 2: NaBH3CN / methanol / 3 h / Ambient temperature; Irradiation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran 2: tert.-butylhydroperoxide; [bis(acetoxy)iodo]benzene; magnesium acetate / decane; butyl butyrate / 0 °C View Scheme |
Conditions | Yield |
---|---|
In neat (no solvent) at 79.84℃; for 5h; |
ethyl acrylate
hexan-1-ol
A
n-hexyl acrylate
B
ethyl 3-(hexyloxy)propanoate
Conditions | Yield |
---|---|
In neat (no solvent) at 79.84℃; for 1h; Reagent/catalyst; Solvent; Temperature; |
Conditions | Yield |
---|---|
Mg-La mixed oxides In N,N-dimethyl-formamide at 24.85℃; for 3.5h; Michael addition; | 99% |
Conditions | Yield |
---|---|
With hexan-1-amine at 20℃; for 3h; Kinetics; Reagent/catalyst; Thio-Michael reaction; Neat (no solvent); | 99% |
With Dimethyl(phenyl)phosphine In neat (no solvent) for 0.5h; Reagent/catalyst; Michael Addition; |
Conditions | Yield |
---|---|
Mg-La mixed oxides In N,N-dimethyl-formamide for 3.5h; Michael addition; | 98% |
Conditions | Yield |
---|---|
With cyclohexanone; 1-(9-fluorenylmethoxycarbonyl)-diethylamine for 0.0833333h; Reagent/catalyst; Irradiation; | 98% |
Conditions | Yield |
---|---|
With potassium fluoride; tetrabutylammomium bromide at 130℃; for 0.233333h; Microwave irradiation; Neat (no solvent); | 97% |
Conditions | Yield |
---|---|
With tetrabutyl-ammonium chloride; palladium diacetate; sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 48h; Inert atmosphere; Sealed tube; | 97% |
n-hexyl acrylate
1,6-diiodopyrene
di-n-hexyl 1,6-pyrenedipropenoate
Conditions | Yield |
---|---|
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine at 120℃; for 6h; | 94% |
Conditions | Yield |
---|---|
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 85℃; for 0.333333h; Time; Heck Reaction; | 94% |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; potassium carbonate for 0.25h; aza-Michael addition; microwave irradiation; | 93% |
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 120℃; for 48h; Heck reaction; | 92% |
2,3-dibromothiophen
n-hexyl acrylate
dihexyl (2E,2'E)-3,3'-(thiophene-2,3-diyl)diacrylate
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 120℃; for 48h; Heck Reaction; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 75℃; for 3h; Michael Addition; Green chemistry; | 92% |
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride; tetrabutylammomium bromide at 110℃; for 0.166667h; Michael condensation; Microwave irradiation; | A 91% B 6% |
With 1-n-butyl-3-methylimidazolim bromide; zinc(II) oxide at 110℃; for 0.0833333h; Michael addition reaction; microwave irradiation; | A 85% B 9% |
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride; tetrabutylammomium bromide at 110℃; for 0.166667h; Michael condensation; Microwave irradiation; | A 91% B 6% |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 75℃; for 3h; Michael Addition; Green chemistry; | 90% |
spiro[1,3-dioxolane-2,3'-indolin]-2'-one
n-hexyl acrylate
C19H25NO5
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide at 80 - 90℃; for 1h; Michael condensation; neat (no solvent); | 89% |
2,3-dibromofuran
n-hexyl acrylate
dihexyl (2E,2'E)-3,3'-(furan-2,3-diyl)diacrylate
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 120℃; for 36h; Heck reaction; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
In 1,4-dioxane; water at 50℃; for 5h; | 86% |
2,3-dibromo-5-(ethoxycarbonyl)furan
n-hexyl acrylate
dihexyl (2E,2'E)-3,3'-[5-(ethoxycarbonyl)furan-2,3-diyl]diacrylate
Conditions | Yield |
---|---|
With palladium diacetate; triethylamine; XPhos In N,N-dimethyl-formamide at 100℃; for 24h; Heck reaction; Inert atmosphere; | 85% |
n-hexyl acrylate
1.3′,3′,6′,6′-tetramethyl-3′,4′,6′,7′-tetrahydrospiro[indoline-3, 9′-xanthene]-1′, 2, 8′ (2′H, 5′H)-trione
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; potassium carbonate for 0.0333333h; Michael Addition; Heating; Green chemistry; | 85% |
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; 1,1,1,3',3',3'-hexafluoro-propanol; Trimethylacetic acid at 120℃; for 24h; Reagent/catalyst; Inert atmosphere; Glovebox; regioselective reaction; | 85% |
n-hexyl acrylate
benzaldehyde
3-phenyl-3-hydroxy-2-methylene-propanoic acid hexyl ester
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane for 216h; Ambient temperature; | 82% |
n-hexyl acrylate
Conditions | Yield |
---|---|
With [Rh(OH)(cod)]2 In 1,4-dioxane; water at 100℃; for 16h; Heck-type addition; Inert atmosphere; | 82% |
n-hexyl acrylate
2,3-dibromo-1-methyl-1H-indole
di(n-hexyl) 9-methyl-2,9-dihydro-1H-carbazole-2,3-dicarboxylate
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 120℃; for 48h; domino Heck reaction - 6ϖ-electrocyclization; Inert atmosphere; | 81% |
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 120℃; for 48h; domino two-fold Heck/6ϖ-electrocyclization reaction; Inert atmosphere; | 81% |
Conditions | Yield |
---|---|
With C51H71CoN4O14(1+)*ClO4(1-); trifluoroacetic acid In acetonitrile at 20℃; Electrolysis; Inert atmosphere; | 81% |
With methanol for 24h; UV-irradiation; | 60% |
With [Rh(OH)(cod)]2; 2-(hex-1-yn-1-yl)phenol at 90℃; for 6h; | |
With C18H9BF6*C4H8O; hydrogen In dichloromethane-d2 at -196.16 - 25℃; under 3000.3 Torr; for 36h; Inert atmosphere; Schlenk technique; Glovebox; | > 95 %Spectr. |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane In acetonitrile at 20℃; for 12h; stereoselective reaction; | 81% |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; potassium carbonate; copper(II) sulfate; palladium dichloride In water at 85℃; for 10h; Heck Reaction; Schlenk technique; stereoselective reaction; | 81% |
2,3,5,6-tetrabromo-1-methyl-1H-indole
n-hexyl acrylate
di(n-hexyl) 6,7-bis((E)-3-(hexyloxy)-3-oxoprop-1-enyl)-9-methyl-2,9-dihydro-1H-carbazole-2,3-dicarboxylate
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 120℃; for 48h; domino two-fold Heck/6ϖ-electrocyclization reaction; Inert atmosphere; | 80% |
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