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Synthesis and characterisation of the unsubstituted dipyrrin and 4,4-dichloro-4-bora-3a,4a-diaza-s-indacene: improved synthesis and functionalisation of the simplest BODIPY framework
(2013)
An improved and scalable synthesis of the unsubstituted
4,4-difluoro-4-bora-3a,4a-diaza-s-indacene framework facilitates access to the previously unreported
parent dipyrrin HCl salt, as well as 4,4-dichloro-4-bora-3a,4a- ...
Decarboxylative Arylation of Substituted Pyrroles N-protected with 2-(Trimethylsilyl) ethoxymethyl (SEM)
(Canadian Journal of Chemistry, 2018)
Palladium-catalyzed decarboxylative arylation is reported using pyrroles N-protected with the 2-(trimethylsilyl) ethoxymethyl (SEM) group and featuring 2-, 3- and 4-substituents about the pyrrolic framework. In contrast ...
Deuteration and Tautomeric Reactivity of the 1-Methyl Functionality of Free-base Dipyrrins
(Organic and Biomolecular Chemistry, 2017)
Regioselective reactivity of the 1-methyl group of free-base dipyrrins is explored, including discussion of tautomerism to provide exocyclic alkenyl reactivity. Deuterium is installed such as to generate dipyrrins substituted ...
Step-wise synthetic approach is necessary to access g-conjugates of folate: folate-conjugated prodigiosenes
(2019)
Despite the vast literature that describes reacting folic acid with a pharmacophore, this route is ineffective in providing the correct regioisomer of the resulting conjugate. We herein present a step-wise route to the ...