Imidazole, oxazole and thiazole alkaloids

Jin, Zhong

doi:10.1039/b502166a

Cited by 234 publications

(67 citation statements)

References 169 publications

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“…3)). Due to the role of neutral imidazole in both biology 4 and materials science, 5 this preference is rather relevant 6 and has been addressed several times. [7][8][9][10][11] In relation to direct methanol fuel cells, comparison to the case of methanol (m) solvation is of interest.…”

mentioning

confidence: 99%

Communication: Where does the first water molecule go in imidazole?

Zischang

Lee

Suhm

2011

The Journal of Chemical Physics

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Supersonic jet FTIR spectroscopy supplemented by 18O substitution shows unambiguously that water prefers to act as an O−H⋅⋅⋅N hydrogen bond donor towards imidazole, instead of acting as a N−H⋅⋅⋅O acceptor. Previous matrix isolation, helium droplet, and aromatic substitution experiments had remained ambiguous, as are standard quantum chemical calculations. The finding is supported by a study of the analogous methanol complexes and by higher level quantum chemical calculations.

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confidence: 99%

Communication: Where does the first water molecule go in imidazole?

Zischang

Lee

Suhm

2011

The Journal of Chemical Physics

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“…Oxazoles are a common structural motif found in numerous molecules that display antiviral, antifungal, antibacterial, and antiproliferative activities [150,151]. Classical methods for oxazole synthesis include Robinson-Gabriel synthesis by dehydration of 2-acylaminoketones, Fischer oxazole synthesis from cyanohydrins and aldehydes, Bredereck reaction with α-haloketones and formamide, Van Leusen reaction with aldehydes and TosMIC, Hantzsch reaction, and aza-Wittig reaction [152].…”

Section: Oxazoles Oxazolines and Oxazolidinonesmentioning

confidence: 99%

Ionic Liquids-Prompted Synthesis of Biologically Relevant Five- and Six-Membered Heterocyclic Skeletons

Mishra

Kumar

Singh

et al. 2015

Green Synthetic Approaches for Biologically Relevant Heterocycles

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“…PLE = pig liver esterase, DMT-MM = 4-(4,6-dimethoxy[1,3,5]triazin-2-yl)-4-methylmorpholinium chloride.…”

Section: Figurementioning

confidence: 99%

A Submarine Journey: The Pyrrole-Imidazole Alkaloids

et al. 2009

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In his most celebrated tale “The Picture of Dorian Gray”, Oscar Wilde stated that “those who go beneath the surface do so at their peril”. This sentence could be a prophetical warning for the practitioner who voluntarily challenges himself with trying to synthesize marine sponge-deriving pyrrole-imidazole alkaloids. This now nearly triple-digit membered community has been growing exponentially in the last 20 years, both in terms of new representatives and topological complexity – from simple, achiral oroidin to the breathtaking 12-ring stylissadines A and B, each possessing 16 stereocenters. While the biosynthesis and the role in the sponge economy of most of these alkaloids still lies in the realm of speculations, significant biological activities for some of them have clearly emerged. This review will account for the progress in achieving the total synthesis of the more biologically enticing members of this class of natural products.

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Imidazole, oxazole and thiazole alkaloids

Cited by 234 publications

References 169 publications

Communication: Where does the first water molecule go in imidazole?

Communication: Where does the first water molecule go in imidazole?

Ionic Liquids-Prompted Synthesis of Biologically Relevant Five- and Six-Membered Heterocyclic Skeletons

A Submarine Journey: The Pyrrole-Imidazole Alkaloids

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