Novel reactions of ninhydrin oxime with mercaptoalkanoic acids

Ukhin, L. Yu.; Кузьмина, Л. Г.; Alexeenko, Danil V.; Belousova, L. V.; Шепеленко, Е. Н.; Podshibyakin, Vitaly А.; Морковник, А. С.

doi:10.1016/j.mencom.2018.05.024

Cited by 6 publications

(2 citation statements)

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“…Besides nitrogen-based nucleophiles, its C-2 position is reactive towards various carbon-, oxygen-and sulphur-based nucleophiles, resulting in C-C, C-O and C-S bonds, respectively. [7][8][9][10][11][12][13][14] Due to its unique chemical structure and capability to form a dehydrated triketone analogue, it has the potential to act as a building block in diverse organic synthesis strategies. [15][16][17][18][19][20][21] Furthermore, ninhydrin has special applications in the eld of uorescence.…”

Section: Introductionmentioning

confidence: 99%

Recent applications of ninhydrin in multicomponent reactions

Das¹

2020

RSC Adv.

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Section: Introductionmentioning

confidence: 99%

Recent applications of ninhydrin in multicomponent reactions

Das¹

2020

RSC Adv.

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“…Ukhin, in2018 reported the reaction of ninhydrin oxime 86 with mercaptoalkanoic acids 87 in the presence of trifluoroacetic acid leading to the formation spiranes of indanedione containing thiazolidine moiety 88 . The reaction was proceeded through the formation of sulphur‐adduct A followed by dehydration.…”

Section: Introductionmentioning

confidence: 99%

Ninhydrin Adducts as Valid Synthon in Organic Synthesis: A Review

Das¹,

Dutta

2020

ChemistrySelect

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Ninhydrin (1,2,3‐indanetrione hydrate) is a powerful electrophile having enormousapplications in organic and bio‐organic sciences. In the last few years, reactivity of various ninhydrin adducts have been exploited extensively for the development of diverse organic scaffolds. The present review focuses on the applications of readily accessible ninhydrin adducts as building block towards the synthesis of a variety of compounds including N‐inserted compounds, spiro‐heterocycles, medium ring compounds, polycyclic molecules, propellanes, cycloadducts, allylic anions, axially chiral molecules etc. Interestingly, some of the compounds have profound biological activities and a few display important photophysical properties. Most of the reactions described here are simple and carried out with easily available starting materials under green conditions.

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