Borylation Reagents

The Miyaura borylation reaction is a powerful tool for the synthesis of boronates via cross-coupling of borylation reagents with aryl and vinyl halides. Borylated products can easily be purified by chromatographic techniques and are air stable. Strong activation of the product may enable the competing Suzuki coupling, so properly choosing an appropriate base is crucial for the success of the borylation reaction.

Most commonly, lithium or Grignard reagents are used in combination with an electrophilic source of boron to create C–B bonds. However, due to the highly nucleophilic and basic nature of the metal species in this two-step procedure, various functional groups are not well tolerated. The mild reaction conditions of the borylation reaction allow the preparation of boronates which are not accessible via lithium or Grignard intermediates.

Learn More about Borylation Reagents
MIDA Boronates
Iterative Cross-Coupling with MIDA Boronates: towards a General Strategy for Small-Molecule Synthesis
MIDA-protected Boronate Esters
Synthesis of Polyene Natural Products Using Polyene MIDA Boronates

Product #

Image

Description

Molecular Formula

Add to Cart

754242 Tetrahydroxydiboron 95% B2H4O4
188913 Catecholborane 98% C6H5BO2
225762 Catecholborane solution 1.0 M in THF C6H5BO2
655856 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane 97% C6H13BO2
458945 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane solution 1.0 M in THF C6H13BO2
711438 4,6,6-Trimethyl-1,3,2-dioxaborinane solution 1.0 M in dioxane C6H13BO2
900347 Diisopropylamine borane 95% C6H18BN
518808 Bis(neopentyl glycolato)diboron 96% C10H20B2O4
473286 Bis(catecholato)diboron 97% C12H8B2O4
525685 Bis(hexylene glycolato)diboron 96% C12H24B2O4
473294 Bis(pinacolato)diboron 99% C12H24B2O4
794287 Bis[(pinacolato)boryl]methane C13H26B2O4
ADE001101 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine AldrichCPR C23H36BF3N2O2Si