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ChemFilesTitle 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
323136
324485
Diisopropoxymethylborane Diethanolamine (3R)-(+)-tetrahydro- furanylboronate
28,368-1 C7H17BO2 5g 37,657-4 C8H16BNO3 1g; 5g
283681
376574
2-Phenyl-1,3,2-dioxaborinane 2-Propyl-1,3,2-benzodioxaborole
34,133-9 C9H11BO2 1g; 5g 46,451-1 C9H11BO2 1g; 10g
341339
464511
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
525057
324647
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
5136871
575054
Vinylboronic acid dibutyl ester Butyldiisopropoxyborane
56,814-7 C10H21BO2 1g; 5g 27,797-5 C10H23BO2 10g
5681471
277975
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
575526
5225541
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
5225621
5225701
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
576557
574686
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
5187511
578401
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
5275561
574694
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
5134901
578746
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
5681551
5187861
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
578878
570214
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
new_bullet
570184
570192
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
570206
594768
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
5187781
5187941
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
570168
5275481
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
5275641
5406251
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
578762
570222
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
5658221
5659461
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
5623511
5299071
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
5276021
5298931
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
5275721
5276101
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
5275991
5275801
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
5666831
new_bullet
569356
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
572071
572063