Review of Synthesis of Multispiro Heterocyclic Compounds from Isatin

Borad, Mayuri A.; Bhoi, Manoj N.; Prajapati, Neelam P.; Patel, Hitesh

doi:10.1080/00397911.2013.858361

Cited by 60 publications

(17 citation statements)

References 60 publications

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“…The oxindole platform is a convenient building block in the synthesis of functionalized heterocyclic and open‐chain structures (spirooxindoles, indirubins, isoindigo, aryl glyoxylamides, etc.) . Indolin‐2‐one fragment is included as a basic substructure in numerous synthetic and natural biologically active substances.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of New Isatin‐Based QACs with High Antimicrobial Potency

et al. 2019

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A simple and easy condensation reaction of aryl‐ or N‐substituted isatins with Girard's reagents P and T was found to be useful in obtaining of water‐soluble isatin‐based quaternary ammonium compounds (QACs) bearing pyridinium or trimethylammonium moiety with high yields. Their antimicrobial activity was evaluated. Selective activity against Gram‐positive bacteria (S. aureus 209p and B. cereus 8035) and yeast‐like fungus Candida albicans 855–653 was shown. The influence of the substituent's nature as in the aromatic fragment as at position 1 on the activity was established. The most active are the pyridinium salts containing sterically hindered phenolic fragment at the position 1 of the heterocycle. The structures of all novel compounds were fully characterized using IR and NMR spectroscopies as well as XRD analysis.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of New Isatin‐Based QACs with High Antimicrobial Potency

et al. 2019

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“…There are more numbers of journals, but we considered that pertinent studies which have a sporting idea of the research. This review is summarized to know about the existing aspect of microbial activities of the Schiff base metal complex [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15].…”

Section: Introductionmentioning

confidence: 99%

Review: A Recent Review in Applications of Heterocyclic Compounds as Antimicrobial Agent

Mohanambal¹,

Sridevi²,

et al. 2018

Asian J Pharm Clin Res

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A wide development in the field of multidrug resistance in antimicrobial activity which enhance the search for development of new medicinal drugs with high potential. Schiff base heterocyclic metal complex with imine moiety, act as important antimicrobial agents due to their versatile properties such as chelation, adaptability of fine structure for a specific biological action, and chemotheraptic drugs. Schiff base compounds derived from various heterocyclic platforms have been competently reviewed.

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“…Furthermore, structural features of the isatin molecule determine high reactivity of the endocyclic nitrogen atom and the 3-positioned carbonyl group leading to its widespread application in organic synthesis [8][9][10]. Thus, development of new approaches towards isatin functionalization is a promising research field.…”

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confidence: 99%

Features of interaction of 1-hydroxymethylisatin with certain P-, S-, and C-electrophiles

et al. 2015

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Isatin and its derivatives are the natural heterocycles exhibiting a variety of biological activities [1] including antineoplastic [2,3], anticonvulsant [4], antiviral [5,6], and antibacterial [7] ones. Furthermore, structural features of the isatin molecule determine high reactivity of the endocyclic nitrogen atom and the 3-positioned carbonyl group leading to its widespread application in organic synthesis [8][9][10]. Thus, development of new approaches towards isatin functionalization is a promising research field. 1-Hydroxymethylisatin containing highly reactive hydroxyl group is among the promising substrates to do so [11].This work demonstrated the dual reactivity of 1hydroxymethylisatin I with respect to some C-, S-, and P-electrophiles. The reactions were carried out under the same conditions (benzene, 25°C) in the presence of equimolar amount of triethylamine. In particular, reaction of isatin I with chlorophosphinates II and III afforded new phosphinates IV and V with 57 and 81% yields, respectively, as the products of phosphorylation of the hydroxyl group. Their 1 H NMR spectra contained the doublets of the methylene proton signals in the range of 5.7-5.8 ppm with the coupling constants 3 J РН of 9.6-10.2 Hz. An unexpected result was obtained when attempting to introduce the allyl and tosyl groups into the molecule of I. In the both cases, 1-allylisatin VI and 1-tosylisatin VII were isolated as the only reaction product. The fact of Nsubstitution was confirmed by complete coincidence of the physical and chemical characteristics with those described previously in [12][13][14]. 1 H NMR spectra of the products contained no signals of methylene protons at 5.5 ppm (Scheme 1).

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Review of Synthesis of Multispiro Heterocyclic Compounds from Isatin

Cited by 60 publications

References 60 publications

Synthesis and Biological Evaluation of New Isatin‐Based QACs with High Antimicrobial Potency

Synthesis and Biological Evaluation of New Isatin‐Based QACs with High Antimicrobial Potency

Review: A Recent Review in Applications of Heterocyclic Compounds as Antimicrobial Agent

Features of interaction of 1-hydroxymethylisatin with certain P-, S-, and C-electrophiles

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