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Vol. 3, No. 3
Reagents for Suzuki Coupling
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Introduction / Boronic acids / Boronic acid Esters / Diboron Esters
Potassium Trifluoroborates / OSVB, Volume 3: Suzuki Coupling

Boronic Acid Esters

The synthesis of biaryl compounds via the Suzuki coupling reaction has become more commonplace now that many arylboronic acids are readily available. Several years ago, Miyaura et al. demonstrated the utility of cyclic pinacol esters of arylboronic acids in Suzuki coupling reactions. Aldrich is pleased to offer the following boronic acid esters as part of a growing line of reagents used in the Suzuki coupling reaction.

 

Trimethylboroxine Dichloromethyldiisopropoxyborane
32,313-6 C3H9B3O3 1g; 5g 32,448-5 C7H15BCl2O2 1g; 5g
Diisopropoxymethylborane Diethanolamine (3R)-(+)-tetrahydro- furanylboronate
28,368-1 C7H17BO2 5g 37,657-4 C8H16BNO3 1g; 5g
2-Phenyl-1,3,2-dioxaborinane 2-Propyl-1,3,2-benzodioxaborole
34,133-9 C9H11BO2 1g; 5g 46,451-1 C9H11BO2 1g; 10g
4,4,5,5-tetramethyl-2-(1H-pyrazol-4-yl)-1,3,2- dioxaborolane 2-Allyl-4,4,5,5-tetramethyl-1,3,2-diox- aborolane
52,505-7 C9H15BN2O2 1g; 5g 32,464-7 C9H17BO2 1g; 10g
2-(4-Bromobutyl)-1,3,2-benzo-dioxaborole 3-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)furan
51,368-7 C10H12BBrO2 50g 57,505-4 C10H15BO3 1g; 5g
Vinylboronic acid dibutyl ester Butyldiisopropoxyborane
56,814-7 C10H21BO2 1g; 5g 27,797-5 C10H23BO2 10g
2-(cis-1-Ethyl-1-butenyl)benzo(1,3,2)- dioxaborole 2-(4,4,5,5-Tetramethyl-1,3,2- diox-aborolan-2-yl)phenol
57,552-6 C12H15BO2 1g; 5g 52,255-4 C12H17BO3 1g; 5g
3-(4,4,5,5-Tetramethyl-1,3, 2-diox-aborolan-2-yl)phenol 4-(4,4,5,5-Tetramethyl-1,3, 2-diox-aborolan-2-yl)phenol
52,256-2 C12H17BO3 1g; 5g 52,257-0 C12H17BO3 1g; 5g
2-(4,4,5,5-Tetramethyl-1,3, 2-diox-aborolan-2-yl)aniline 3-(4,4,5,5-Tetramethyl-1,3, 2-diox-aborolan-2-yl)aniline
57,655-7 C12H18BNO2 1g; 5g 57,468-6 C12H18BNO2 1g; 5g
4-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)aniline 3-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)benzonitrile
51,875-1 C12H18BNO2 1g; 5g 57,840-1 C13H16BNO2 1g; 5g
4-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)benzonitrile 3-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)benzoic acid
52,755-6 C13H16BNO2 1g; 5g 57,469-4 C13H17BO4 1g; 5g
4-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)benzoic acid N-[4-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)phenyl]formamide
51,349-0 C13H17BO4 5g 57,874-6 C13H18BNO3 1g; 5g
4,4,5,5-Tetramethyl-2-phenylsulfanyl- methyl-(1,3,2)dioxaborolane 2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)phenol
56,815-5 C13H19BO2S 1g; 5g 51,878-6 C13H19BO4 1g; 5g
5-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)-2,2'-bithiophene trans-2-(4,4,5,5-Tetramethyl-1,3,2- dioxaborolan-2-yl)styrene
57,887-8 C14H17BO2S2 1g; 5g 57,021-4 C14H19BO2 1g; 5g
2-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)phenyl acetate 3-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)phenyl acetate
57,018-4 C14H19BO4 1g; 5g 57,019-2 C14H19BO4 1g; 5g
4-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)phenyl acetate Methyl 4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)benzoate
57,020-6 C14H19BO4 1g; 5g 59,476-8 C14H19BO4 1g; 5g
4'-(4,4,5,5-Tetramethyl-1,3,2-diox- aborolan-2-yl)acetanilide 2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)phenol
51,877-8 C14H20BNO3 1g; 5g 51,879-4 C14H21BO3 1g; 5g
Ethyl 2-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)benzoate Ethyl 3-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)benzoate
57,016-8 C15H21BO4 1g; 5g 52,754-8 C15H21BO4 1g; 5g
Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxa borolan-2-yl) benzoate Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxa borolan-2-yl)-2-octenoate
52,756-4 C15H21BO4 1g; 5g 54,062-5 C15H27BO4 1g
N-[4-(4,4,5,5-tetramethyl-1,3,2-diox- aborolan-2-yl)phenyl]succinamic acid tert-Butyl-2-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)phenylcarbonate
57,876-2 C16H22BNO5 1g; 5g 57,022-2 C17H25BO5 1g
tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)phenyl carbonate tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)phenyl carbonate
56,582-2 C17H25BO5 1g; 5g 56,594-6 C17H25BO5 1g; 5g
tert-Butyl N-[4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)phenyl]carba-mate 1-[cis-1,2-Bis(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)]pentene
56,235-1 C17H26BNO4 1g; 5g 52,990-7 C17H32B2O4 1g; 5g
1-[cis-1,2-Bis(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)]hexene 1-[cis-1,2-bis(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)]heptene
52,760-2 C18H34B2O4 1g; 5g 52,989-3 C19H36B2O4 1g; 5g
cis-1,2-Bis(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)styrene 1-[cis-1,2-Bis(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)]vinylcyclo-hexan-1-ol
52,757-2 C20H30B2O4 1g; 5g 52,761-0 C20H36B2O5 1g; 5g
Methyl[cis-2,3-bis(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)]-2-octenoate cis-1,2-Bis(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)stilbene
52,759-9 C21H38B2O6 1g; 5g 52,758-0 C26H34B2O4 1g; 5g
9,9-Dihexylfluorene-2,7- bis(trimethyl-ene borate) 9,9-Dioctylfluorene-2,7- bis(trimethyl-ene borate)
56,668-3 C31H44B2O4 1g; 5g 56,935-6 C35H52B2O4 1g; 5g
9,9-Di(2'-ethylhexyl)fluorene-2,7- bis(trimethylene borate), 0.5M solution in toluene 9,9-Didodecylfluorene-2,7- bis(trimeth-yleneborate), 0.5M solution in toluene
57,207-1 C35H52B2O4 5mL; 25mL 57,206-3 C43H68B2O4 5mL; 25mL