MIDA Boronates

MIDA boronates represent a new class of caged boronic acids and have proven exceptionally successful in iterative Suzuki-Miyaura cross-couplings. These boronic acid surrogates attenuate the transmetallation between the boronic acid and palladium species; however, deprotection is readily achieved at room temperature under mild aqueous basic conditions using either 1M NaOH, or even NaHCO3. Additionally, the MIDA boronates are remarkably robust as treatment with various common harsh reagents (e.g. Jones Reagent) provides the transformed derivative with the MIDA component intact.

MIDA Boronates Technology Spotlight provides detailed information including reaction schemes, references and applications.

ChemFiles Vol. 9 No.1, MIDA-protected Boronate Esters, highlights MIDA boronates as useful, reliable, readily deprotectable, and highly robust protecting groups and as intermediates in complex natural product synthesis.

For evidence of the biodegradable nature of the MIDA ligand (M51008), see: Warren, C.B.; Malec, E.J., Science, 176, 277 (1972).

View newMIDA Boronates or All MIDA Boronates to refine by category, grade, purity, and various physical properties.

To view a list of products filtered by type, simply click on the "+" sign on the type column and make your selection of MIDA Boronates by structure category. Alternatively, you can browse through all available MIDA Boronates in the table immediately below.

Product #

Image

Description

Molecular Formula

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700657 Methylboronic acid MIDA ester 97% Alkyl MIDA Boronates
C6H10BNO4
700231 Ethynylboronic acid MIDA ester Alkynyl MIDA Boronates
C7H8BNO4
MIDA009 1-Bromovinylboronic acid MIDA ester Alkenyl MIDA Boronates
C7H9BBrNO4
703478 trans-2-Bromovinylboronic acid MIDA ester technical grade Alkenyl MIDA Boronates
C7H9BBrNO4
MIDA013 trans-2-Iodovinylboronic acid MIDA ester AldrichCPR Alkyl MIDA Boronates
C7H9BINO4
704415 Vinylboronic acid MIDA ester 97% Alkenyl MIDA Boronates
C7H10BNO4
721573 Oxiranyl boronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C7H10BNO5
MIDA077 3-Bromoisoxazole-5-boronic acid MIDA ester Heteroaryl MIDA Boronates
C8H8BBrN2O5
749087 5-Thiazole boronic acid MIDA ester Heteroaryl MIDA Boronates
C8H9BN2O4S
723819 Propynylboronic acid MIDA ester 95% Alkynyl MIDA Boronates
C8H10BNO4
MIDA008 2-[(E)-2-Bromo-1methylethenyl]-boronic acid MIDA ester Alkenyl MIDA Boronates
C8H11BBrNO4
763853 trans-2-Bromo-1-methylvinylboronic acid MIDA ester Alkenyl MIDA Boronates
C8H11BBrNO4
MIDA022 2-[(1E)-2-Iodo-1-propenyl]-boronic acid MIDA ester AldrichCPR Alkenyl MIDA Boronates
C8H11BINO4
698709 Allylboronic acid MIDA ester Alkyl MIDA Boronates
C8H12BNO4
698199 cis-1-Propenylboronic acid MIDA ester Alkenyl MIDA Boronates
C8H12BNO4
697311 Cyclopropylboronic acid MIDA ester 97% Alkyl MIDA Boronates
C8H12BNO4
707252 Isopropenylboronic acid MIDA ester Alkenyl MIDA Boronates
C8H12BNO4
701831 trans-1-Propenylboronic acid MIDA ester Alkenyl MIDA Boronates
C8H12BNO4
756148 2,5-Dibromothiophene-3-boronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C9H8BBr2NO4S
748609 3-Bromothiophene-2-boronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C9H9BBrNO4S
701092 5-Bromo-2-thiophenylboronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C9H9BBrNO4S
748625 3-Bromofuran-2-boronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C9H9BBrNO5
708828 2-Thiopheneboronic acid MIDA ester Heteroaryl MIDA Boronates
C9H10BNO4S
748633 Thiophene-3-boronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C9H10BNO4S
701017 2-Furanylboronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C9H10BNO5
748641 Furan-3-boronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C9H10BNO5
772097 4-Bromo-1-methyl-1H-pyrazole-5-boronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C9H11BBrN3O4
765902 1-Methyl-1H-pyrazole-5-boronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C9H12BN3O4
710040 Cyclobutylboronic acid MIDA ester 97% Alkyl MIDA Boronates
C9H14BNO4
MIDA034 trans-1-Butenylboronic acid MIDA ester AldrichCPR Alkenyl MIDA Boronates
C9H14BNO4
771112 (2-Methylpropyl)boronic acid MIDA ester 97% Alkyl MIDA Boronates
C9H16BNO4
701580 n-Butylboronic acid MIDA ester Alkyl MIDA Boronates
C9H16BNO4
767395 2,5-Dibromopyridine-4-boronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C10H9BBr2N2O4
748668 2,3-Dichloropyridine-4-boronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C10H9BCl2N2O4
763861 5-Cyanothiophene-2-boronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C10H9BN2O4S
763837 2-Bromopyridine-3-boronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C10H10BBrN2O4
756075 3-Bromopyridine-4-boronic acid MIDA ester 90% Heteroaryl MIDA Boronates
C10H10BBrN2O4
703370 5-Bromo-3-pyridinylboronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C10H10BBrN2O4
702269 6-Bromo-3-pyridinylboronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C10H10BBrN2O4
748676 2-Chloropyridine-3-boronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C10H10BClN2O4
761125 3-Chloropyridine-4-boronic acid MIDA ester 90% Heteroaryl MIDA Boronates
C10H10BClN2O4
700908 6-Chloro-3-pyridinylboronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C10H10BClN2O4
748692 2-Fluoropyridine-3-boronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C10H10BFN2O4
757012 3-Fluoropyridine-4-boronic acid MIDA ester 90% Heteroaryl MIDA Boronates
C10H10BFN2O4
704547 5-Formyl-2-furanboronic acid MIDA ester 97% (H-NMR) Heteroaryl MIDA Boronates
C10H10BNO6
719390 2-Pyridylboronic acid MIDA ester Heteroaryl MIDA Boronates
C10H11BN2O4
704563 3-Pyridineboronic acid MIDA ester Heteroaryl MIDA Boronates
C10H11BN2O4
699179 4-Pyridinylboronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C10H11BN2O4
MIDA080 3-Methyl-2-thiopheneboronic acid MIDA ester AldrichCPR Heteroaryl MIDA Boronates
C10H12BNO4S
699144 Cyclopentylboronic acid MIDA ester 97% Alkyl MIDA Boronates
C10H16BNO4
751715 3-Bromo-5-chlorophenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C11H10BBrClNO4
707880 2-Bromo-6-fluorophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H10BBrFNO4
707902 3-Bromo-2-fluorophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H10BBrFNO4
707910 3-Bromo-5-fluorophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H10BBrFNO4
707945 5-Bromo-2-fluorophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H10BBrFNO4
703044 2,6-Dibromophenylboronic acid MIDA ester Aryl MIDA Boronates
C11H10BBr2NO4
771228 2,4-Difluorophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H10BF2NO4
771236 2,6-Difluorophenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C11H10BF2NO4
MIDA032 4-(Trifluoromethyl)pyridinyl-2-boronic acid MIDA ester AldrichCPR Heteroaryl MIDA Boronates
C11H10BF3N2O4
723711 5-Benzofurazanboronic acid MIDA ester Heteroaryl MIDA Boronates
C11H10BN3O5
698040 2-Bromophenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C11H11BBrNO4
698113 3-Bromophenylboronic acid MIDA ester 96% Aryl MIDA Boronates
C11H11BBrNO4
698083 4-Bromophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H11BBrNO4
771155 2-Chlorophenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C11H11BClNO4
710008 4-Chlorophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H11BClNO4
771171 2-Fluorophenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C11H11BFNO4
701599 3-Fluorophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H11BFNO4
701548 4-Fluorophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H11BFNO4
761087 2-Iodophenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C11H11BINO4
698156 3-Iodophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H11BINO4
698121 4-Iodophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H11BINO4
698148 3-Nitrophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H11BN2O6
698032 Phenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C11H12BNO4
698008 3-Hydroxyphenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C11H12BNO5
761141 4-Methylpyridine-3-boronic acid MIDA ester New Heteroaryl MIDA Boronates
C11H13BN2O4
723959 6-Methyl-2-pyridinylboronic acid MIDA ester Heteroaryl MIDA Boronates
C11H13BN2O4
701084 2-Methoxy-3-pyridinylboronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C11H13BN2O5
699845 2-Methoxy-5-pyridinylboronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C11H13BN2O5
723053 6-Methoxy-2-pyridinylboronic acid MIDA ester Heteroaryl MIDA Boronates
C11H13BN2O5
772070 3,6-Dimethoxypyridazine-4-boronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C11H14BN3O6
710032 Cyclohexylboronic acid MIDA ester 97% Alkyl MIDA Boronates
C11H18BNO4
751758 5-Bromo-2-cyanophenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C12H10BBrN2O4
751731 3-Iodo-5-(trifluoromethyl)phenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C12H10BF3INO4
771198 2-(Trifluoromethyl)phenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C12H11BF3NO4
771317 3-(Trifluoromethyl)phenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C12H11BF3NO4
771341 4-(Trifluoromethoxy)phenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C12H11BF3NO5
698016 2-Cyanophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C12H11BN2O4
698024 3-Cyanophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C12H11BN2O4
697990 4-Cyanophenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C12H11BN2O4
698210 2-Formylphenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C12H12BNO5
700932 3-Formylphenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C12H12BNO5
698091 3-Carboxyphenylboronic acid MIDA ester 96% Aryl MIDA Boronates
C12H12BNO6
698067 4-Carboxyphenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C12H12BNO6
MIDA081 3-Bromo-4-methoxyphenylboronic acid MIDA ester AldrichCPR Aryl MIDA Boronates
C12H13BBrNO5
751723 3-Iodo-5-methoxyphenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C12H13BINO5
698229 4-Tolylboronic acid MIDA ester 97% Aryl MIDA Boronates
C12H14BNO4
701114 Benzylboronic acid MIDA ester 95% Alkyl MIDA Boronates
C12H14BNO4
730335 m-Tolylboronic acid MIDA ester 97% Aryl MIDA Boronates
C12H14BNO4
719463 o-Tolylboronic acid MIDA ester 97% Aryl MIDA Boronates
C12H14BNO4
698075 2-Methoxyphenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C12H14BNO5
699160 3-Methoxyphenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C12H14BNO5
698105 4-(Hydroxymethyl)phenylboronic acid MIDA ester Aryl MIDA Boronates
C12H14BNO5
700924 4-Methoxyphenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C12H14BNO5
754870 2,6-Dimethoxypyridine-3-boronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C12H15BN2O6
774650 5-Bromo-2,2′-bithiophene-5-boronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C13H11BBrNO4S2
MIDA014 6-Bromo-2-benzofuranboronic acid MIDA ester Heteroaryl MIDA Boronates
C13H11BBrNO5
748714 Benzothiophene-2-boronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C13H12BNO4S
701106 2-Benzofuranylboronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C13H12BNO5
MIDA079 [(E)-2-(3-Bromophenyl)ethenyl)]boronic acid MIDA ester Alkenyl MIDA Boronates
C13H13BBrNO4
MIDA084 trans-2-(4-Bromophenyl)vinylboronic acid MIDA ester Alkenyl MIDA Boronates
C13H13BBrNO4
MIDA075 4-Fluorophenyl-alpha-MIDA-boryl aldehyde AldrichCPR Alkyl MIDA Boronates
Alpha-Boryl Aldehydes
C13H13BFNO5
MIDA035 2-(1-Phenyl-1H-1,2,3-triazol-4-yl)-boronic acid MIDA ester AldrichCPR Heteroaryl MIDA Boronates
C13H13BN4O4
710024 1-Phenylvinylboronic acid MIDA ester 97% Alkenyl MIDA Boronates
C13H14BNO4
701890 4-Vinylphenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C13H14BNO4
699292 trans-2-Phenylvinylboronic acid MIDA ester 95% Alkenyl MIDA Boronates
C13H14BNO4
698164 3-Methoxycarbonylphenylboronic acid MIDA ester 97% Aryl MIDA Boronates
C13H14BNO6
707872 2,6-Dimethylphenylboronic acid MIDA ester Aryl MIDA Boronates
C13H16BNO4
709816 Phenethylboronic acid MIDA ester 97% Alkyl MIDA Boronates
C13H16BNO4
771260 3,4-Dimethoxyphenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C13H16BNO6
736600 1-(Tetrahydro-2H-pyran-2-yl)-3-pyrazole boronic acid MIDA ester 97% Heteroaryl MIDA Boronates
C13H18BN3O5
739995 3-Methoxyphenylboronic acid pinacol ester Aryl MIDA Boronates
C13H19BO3
703710 trans-(2-Cyclohexylvinyl)boronic acid MIDA ester 95% Alkenyl MIDA Boronates
C13H20BNO4
729221 trans-2-(Pinacol boronate)vinylboronic acid MIDA ester 96% Alkenyl MIDA Boronates
C13H21B2NO6
MIDA085 1-Chloro-4-isoquinolinylboronic acid MIDA ester Heteroaryl MIDA Boronates
C14H12BClN2O4
756105 3-Quinolineboronic acid MIDA ester 90% Heteroaryl MIDA Boronates
C14H13BN2O4
761109 Isoquinoline-4-boronic acid MIDA ester 90% Heteroaryl MIDA Boronates
C14H13BN2O4
MIDA078 [2-(4-Methylphenyyl)ethynyl-boronic acid MIDA ester Alkynyl MIDA Boronates
C14H14BNO4
758299 1-Methylindole-2-boronic acid MIDA ester 90% Heteroaryl MIDA Boronates
C14H15BN2O4
MIDA074 4-Tolyl-alpha-MIDA-boryl aldehyde AldrichCPR Alkyl MIDA Boronates
Alpha-Boryl Aldehydes
C14H16BNO5
MIDA073 Benzyl-alpha-MIDA-boryl aldehyde AldrichCPR Alkyl MIDA Boronates
Alpha-Boryl Aldehydes
C14H16BNO5
733539 N-Boc-pyrrole-2-boronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C14H19BN2O6
699136 1-Naphthylboronic acid MIDA ester 95% Aryl MIDA Boronates
C15H14BNO4
699853 2-Naphthylboronic acid MIDA ester 95% Aryl MIDA Boronates
C15H14BNO4
748706 2-Methylquinoline-6-boronic acid MIDA ester 95% Heteroaryl MIDA Boronates
C15H15BN2O4
723665 1-Benzylpyrazole-4-boronic acid MIDA ester 99% Aryl MIDA Boronates
C15H16BN3O4
771252 4-tert-Butylphenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C15H20BNO4
717193 1-(p-Toluenesulfonyl)pyrrole-2-boronic acid MIDA ester Heteroaryl MIDA Boronates
C16H17BN2O6S
RNI00012 Benzene-1,4-diboronic acid-bis-MIDA ester Aryl MIDA Boronates
C16H18B2N2O8
771287 4-Biphenylboronic acid MIDA ester 95% (HPLC) Aryl MIDA Boronates
C17H16BNO4
MIDA039   trans-1-Propenyl-3-triisopropylsilyloxyboronic acid MIDA ester Alkenyl MIDA Boronates
C17H32BNO5Si
699861 3-Benzyloxyphenylboronic acid MIDA ester 96% Aryl MIDA Boronates
C18H18BNO5
771295 4-(Benzyloxy)phenylboronic acid MIDA ester 95% Aryl MIDA Boronates
C18H18BNO5
771309 9-Phenanthrenylboronic acid MIDA ester Aryl MIDA Boronates
C19H16BNO4
697443 1-(Phenylsulfonyl)-2-indolylboronic acid MIDA ester 96% Heteroaryl MIDA Boronates
C19H17BN2O6S
732419 1-(Phenylsulfonyl)-3-indolylboronic acid MIDA ester Heteroaryl MIDA Boronates
C19H17BN2O6S
704873 trans-2-(Tributyltin)vinylboronic acid MIDA ester Alkenyl MIDA Boronates
C19H36BNO4Sn
MIDA083 trans-2-(1,3-Bis(tert-butyl)-5-phenyl)vinylboronic acid MIDA ester Alkenyl MIDA Boronates
C21H30BNO4
MIDA017 5-Bromo-4-methoxy-2-TBDPS(benzyloxy)-boronic acid MIDA ester Aryl MIDA Boronates
C29H33BBrNO6Si