Pd-mediated new synthesis of pyrroles: their evaluation as potential inhibitors of phosphodiesterase 4

Reddy, G. Rajeshwar; Reddy, T. Raghunadha; Joseph, Suju C.; Reddy, K. Sateesh; Reddy, L. Srinivasula; Kumar, P. Anil; Krishna, G. Rama; Reddy, C. Malla; Rambabu, D.; Kapavarapu, Ravikumar; Lakshmi, C; Meda, Teja; Priya, K. Krishna; Parsa, Kishore V. L.; Pal, Manojit

doi:10.1039/c1cc12321a

Cited by 58 publications

(10 citation statements)

References 20 publications

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“…It was observed that the singlet due to the imide (NH) proton around (d8.033) in the spectrum of the ligand disappeared in the spectra of (NH) group in the complex molecule due to formation of M-O band. This also confirms the deprotonation of aimide NH group through enolization (the appearance of >C=N stretching band observed in IR spectra) X-RAY diffraction studies X-ray diffraction studies also confirm the complex and formation due to new bonds [20][21][22][23][24][25][27][28] . The number of peaks in gliclazide are 22 while (GLZ) 2 Au are 12 (Fig-6) .…”

Section: Infra-red Spectra Studiesmentioning

confidence: 54%

Synthesis, Characterization and Spectral Studies of Gold Complex with Gliclazide, An Oral Antidiabetic Allopathic Drug

Krishan¹,

Prakash²,

Mossalamy³

2013

Orientjchem.

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Synthesis, characterization and spectral studies of gold complex with gliclazide, an oral antidiabetic drug have been studied. The conductometric titration using monovariation method indicate that complexes are non-ionic and L 2 M type. Analytical data agrees with the molecular formula(C 15 H 20 N 3 O 3 S) 2 Au. Structure of complex was assigned tetrahedral, supported by IR, 1 H-NMR.X-Ray and Mass studies. Structure (II) is proposed for complex.

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Section: Infra-red Spectra Studiesmentioning

confidence: 54%

Synthesis, Characterization and Spectral Studies of Gold Complex with Gliclazide, An Oral Antidiabetic Allopathic Drug

Krishan¹,

Prakash²,

Mossalamy³

2013

Orientjchem.

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“…Some of the compounds thus obtained showed activity as phosphodiesterase 4 inhibitors. 60 In a different approach, Alema ´n has reported a sequential three-component reaction that affords 1,3,4-trisubstituted pyrroles starting from aldehydes, a-bromonitroolefins and primary amines in the presence of piperidine as a basic catalyst (Scheme 44). 61 The mechanism proposed to explain this transformation starts with the formation of an enamine from the aldehyde and piperidine, which is followed by its Michael addition to the bromonitroolefin to furnish intermediate 32.…”

Section: Multicomponent Pyrrole Syntheses Involving Michael Additions...mentioning

confidence: 99%

Recent advances in the synthesis of pyrroles by multicomponent reactions

2014

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Pyrrole is one of the most important one-ring heterocycles. The ready availability of suitably substituted and functionalized pyrrole derivatives is essential for the progress of many branches of science, including biology and materials science. Access to this key heterocycle by multicomponent routes is particularly attractive in terms of synthetic efficiency, and also from the environmental point of view. We update here our previous review on this topic by describing the progress made in this area in the period between mid-2009 and the end of 2013.

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“…The one-pot four-component fashion of this work is also developed by Jana and co-workers with using FeCl 3 as catalyst 90 and by Pal and co-workers with using (PPh 3 ) 2 PdCl 2 . 91 They have used a nitroalkane and a carbonyl group instead of nitroalkenes. In addition, an eco-friendly procedure for synthesis of 1,2,3,4-tetrasubstituted pyrroles 115 from enaminones 114 and b-nitrostyrenes 40 under solvent-and catalyst-free conditions is developed by Yavari et al The products were obtained in high to excellent yields (Scheme 38).…”

Section: Synthesis Of Five-membered Heterocyclesmentioning

confidence: 99%

Part I: Nitroalkenes in the synthesis of heterocyclic compounds

2014

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The applications of nitroalkenes in the synthesis of three-to five-membered O, N and S-heterocycles, including natural products are investigated in this review. These heterocyclic compounds were synthesized from nitroalkenes with a variety of substituents at the a and b-positions and those that were part of common and medium rings via a wide variety of reactions such as Michael addition reactions, epoxidation, [3 + 2] cycloaddition and many cascade/domino/tandem reactions. In addition, the potential of nitroalkenes to take part in multi-component and cascade reactions, particularly, in diastereo-and enantioselective versions is reviewed. The high reactivity of nitroalkenes and their potential to coordinate with the metal catalysts as well as organocatalysts signify them as efficient precursors in synthetic organic chemistry. Also, the flexibility of the nitro group in functional group manipulations has expanded the scope of the nitro group, in general, and nitroalkenes, in particular, in organic synthesis.

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Pd-mediated new synthesis of pyrroles: their evaluation as potential inhibitors of phosphodiesterase 4

Abstract: A sequential Pd-mediated multi-component reaction followed by Suzuki or Heck or Sonogashira coupling in a single pot has been developed for the synthesis of functionalized pyrroles as potential inhibitors of PDE4.

Cited by 58 publications

References 20 publications

Synthesis, Characterization and Spectral Studies of Gold Complex with Gliclazide, An Oral Antidiabetic Allopathic Drug

Synthesis, Characterization and Spectral Studies of Gold Complex with Gliclazide, An Oral Antidiabetic Allopathic Drug

Recent advances in the synthesis of pyrroles by multicomponent reactions

Part I: Nitroalkenes in the synthesis of heterocyclic compounds

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