Use of the nitrile oxide
cycloaddition (NOC) reaction for molecular probe generation: a new class of enzyme selective histone deacetylase inhibitors (HDACIs) showing picomolar activity at HDAC6.
The triazole forming "click reaction", we used to modify the stationary phases is derived from the original 1, 3-dipolar
cycloaddition of organic azides to C--C multiple bonds discovered by Huisgan et al and later enhanced and popularized by Sharpless [33].
Togni, "Enantioselective 1,3-dipolar
cycloaddition of C,N-cyclic azomethine imines to unsaturated nitriles catalyzed by Nin-Pigiphos," Journal of Organic Chemistry, vol.
The principle behind the methodology is that the 1,3-dipolar Huisgen
cycloaddition reaction can be catalyzed without a metal catalyst provided that the two reactants are brought in close proximity to each other in proper orientation by the protein target.
Triazole polymers (mostly polyethers on the basis of commercial polyols) were also synthesized under neat conditions, by azide-alkyne
cycloaddition SGP at r.t.
The most common click reaction occurs between copper catalyzed 1,3 dipolar
cycloaddition of azides and terminal alkynes known as CuAAC (copper catalyzed azide-alkyne
cycloaddition).
The trigger is a
cycloaddition group containing carbamoylnitroso or azo groups and cyclic 1,3-dienes that are covalently coupled to the ends of the polymer chains.
Zhu, "Facile synthesis of novel C[F.sub.3]-substituted ring-fused furo[2,3-c]pyrazoles through [Rh.sub.2][(OAc).sub.4] catalyzed [3+2]
cycloaddition of 4-diazo-1-phenyl3-(trifluoromethyl)-1H-pyrazol-5(4H)-one with aromatic alkynes," Tetrahedron, vol.
Graham, "Oligonucleotide conjugation to a cell-penetrating (TAT) peptide by Diels-Alder
cycloaddition," Organic and Biomolecular Chemistry, vol.
leaf extract and their catalytic activity for the Huisgen [3 + 2]
cycloaddition of azides and alkynes at room temperature.
8:30 [3+2]
CYCLOADDITION REACTIONS OF ARYL NITRILE OXIDES AND DIENES, Gloria de la Garza *, James C.