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Dual-Functional AMT Organoborons for Click Chemistry

Among click chemistry reactions, the Huisgen 1,3-dipolar cycloaddition of azides to alkynes to give 1,2,3-triazoles is, as Dr. Sharpless called it, "the cream of the crop".
AK Scientific stocks unique alkynes and azides with organoboron functionality from AMT, suited both for the Huisgen click reaction and for Suzuki coupling.
AMT Click Chemistry Fact Sheet

Azides

Catalog #
(structure)
Name
AMTB503 2-(4-(Azidomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
AMTB513 2-(3-(Azidomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
AMTB514 Potassium 4-(azidomethyl)phenyltrifluoroborate
AMTB515 2-(2-(Azidomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
AMTB521 Potassium 3-(azidomethyl)phenyltrifluoroborate
AMTB525 Potassium 2-(azidomethyl)phenyltrifluoroborate
AMTB531 2-(4-(Azidomethyl)phenyl)-2,3-dihydro-1H-naptho[1,8-de][1,3,2]diazaborinine
AMTB662 Tetrabutylammonium 2-(azidomethyl)phenyl trifluoroborate
AMTB669 Tetrabutylammonium 4-(azidomethyl)phenyl trifluoroborate
AMTB683 2-(4-(1-Azidoethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Alkynes

Catalog #
(structure)
Name
AMTB136 [4-(Prop-2-ynylamine-1-carbonyl)phenyl]boronic acid pinacol ester
AMTB140 [3-(Prop-2-ynylamine-1-carbonyl)phenyl]boronic acid pinacol ester
AMTB199 4,4,5,5-Tetramethyl-2-(4-phenylethynyl-phenyl)-[1,3,2]dioxaborolane
AMTB200 4,4,5,5-Tetramethyl-2-(4-trimethylsilanylethynyl-phenyl)-[1,3,2]dioxaborolane
AMTB201 4,4,5,5-Tetramethyl-2-(3-trimethylsilanylethynyl-phenyl)-[1,3,2]dioxaborolane
AMTB202 Bis-(4,4,5,5-Tetramethyl-2-(4-phenyl)-[1,3,2]dioxaborolane)acetylene
AMTB205 2-(4-Ethynyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
AMTB207 4-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylethynyl]benzoic acid methyl ester
AMTB208 3-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-prop-2-yn-1-ol
AMTB210 2-(3-Ethynyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
AMTB225 2-[4-(4-Chloro-phenylethynyl)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
AMTB512 1,2-Bis(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyne
AMTGC015 9-(4-Ethynylphenyl)-9H-carbazole

References

  1. Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Click Chemistry: Diverse Chemical Function from a Few Good Reactions. Angew. Chem., Int. Ed. 2001, 40, 2004-2021.
  2. Tron, G. C.; Pirali, T.; Billington, R. A.; Canonico, P. L.; Sorba, G.; Genazzani, A. A. Click Chemistry Reactions in Medicinal Chemistry: Applications of the 1,3-dipolar Cycloaddition between Azides and Alkynes. Med. Res. Rev. 2007, 28, 278-308.
  3. AMTB503: White, J. R.; Price, G. J.; Schiffers, S.; Raithby, P. R.; Plucinski, P. K.; Frost, C. G. A Modular Approach to Catalytic Synthesis Using a Dual-functional Linker for Click and Suzuki Coupling Reactions. Tetrahedron Lett. 2010, 51, 3913-3917.
  4. AMTB515: Mulla, K.; Dongare, P.; Zhou, N.; Chen, G.; Thompson, D. W.; Zhao, Y. Highly Sensitive Detection of Saccharides under Physiological Conditions with Click Synthesized Boronic Acid-Oligmer Fluorophores. Org. Biomol. Chem. 2011, 9, 1332-1336.
  5. AMTB514: Molander, G. A.; Ham, J. Synthesis of Functionalized Organotrifluoroborates via the 1,3-Dipolar Cycloaddition of Azides. Org. Lett. 2006, 8, 2767-2770.

See AMT's website or contact us for more info about AMT's unique compounds.