Tricycles by a new Ugi variation and Pictet-Spengler reaction in one pot.

PubWeight™: 0.79‹?›

🔗 View Article (PMC 3740945)

Published in Chemistry on May 06, 2013

Authors

Mantosh K Sinha1, Kareem Khoury, Eberhardt Herdtweck, Alexander Dömling

Author Affiliations

1: Department of Pharmaceutical Science, University of Pittsburgh, BST-3, 3501 Fifth Ave, Pittsburgh, PA, USA.

Articles citing this

MCR synthesis of a tetracyclic tetrazole scaffold. Bioorg Med Chem (2014) 0.82

A universal isocyanide for diverse heterocycle syntheses. Org Lett (2014) 0.82

Articles cited by this

"Multi-component reactions : emerging chemistry in drug discovery" 'from xylocain to crixivan'. Curr Med Chem (2003) 3.33

Promotion of sleep by targeting the orexin system in rats, dogs and humans. Nat Med (2007) 3.25

Multicomponent reaction design in the quest for molecular complexity and diversity. Angew Chem Int Ed Engl (2011) 1.57

High-diversity combinatorial libraries. Curr Opin Chem Biol (2000) 1.07

Efficient multicomponent reaction synthesis of the schistosomiasis drug praziquantel. Chemistry (2010) 1.06

Total synthesis of ecteinascidin 743. J Am Chem Soc (2002) 1.04

Efficient and diverse synthesis of indole derivatives. J Org Chem (2009) 1.04

Efficient assembly of iminodicarboxamides by a "truly" four-component reaction. Angew Chem Int Ed Engl (2012) 1.03

Polycyclic indole alkaloid-type compounds by MCR. Chem Commun (Camb) (2009) 1.01

Asymmetric synthesis of synthetic alkaloids by a tandem biocatalysis/Ugi/Pictet-Spengler-type cyclization sequence. Chem Commun (Camb) (2010) 0.99

The discovery of new isocyanide-based multi-component reactions. Curr Opin Chem Biol (2000) 0.96

MCR synthesis of praziquantel derivatives. Chem Biol Drug Des (2012) 0.94

New application of Pictet-Spengler reaction leading to the synthesis of an unusual seven-membered heterocyclic ring system. J Org Chem (2005) 0.93

Ugi 4-CR/Pictet-Spengler reaction as a short route to tryptophan-derived peptidomimetics. Org Biomol Chem (2012) 0.84

Expedient entry to the piperazinohydroisoquinoline ring system using a sequential Ugi/Pictet-Spengler/reductive methylation reaction protocol. Chem Commun (Camb) (2011) 0.83

Skeletal diverse synthesis of N-fused polycyclic heterocycles via the sequence of Ugi-type MCR and CuI-catalyzed coupling/tandem Pictet-Spengler reaction. J Org Chem (2012) 0.82

Synthetic studies on (+)-naphthyridinomycin: stereoselective synthesis of the tetracyclic core framework. Org Lett (2004) 0.80

Synthetic studies on (-)-lemonomycin: stereocontrolled construction of the 3,8-diazabicyclo[3.2.1] skeleton. Chem Commun (Camb) (2004) 0.79

Articles by these authors

Transient protein states in designing inhibitors of the MDM2-p53 interaction. Structure (2013) 1.63

Survivin is a therapeutic target in Merkel cell carcinoma. Sci Transl Med (2012) 1.61

Enabling large-scale design, synthesis and validation of small molecule protein-protein antagonists. PLoS One (2012) 1.60

Ammonia formation by metal-ligand cooperative hydrogenolysis of a nitrido ligand. Nat Chem (2011) 1.58

Structures of low molecular weight inhibitors bound to MDMX and MDM2 reveal new approaches for p53-MDMX/MDM2 antagonist drug discovery. Cell Cycle (2010) 1.52

Total synthesis of meloscine by a [2+2]-photocycloaddition/ring-expansion route. Chemistry (2009) 1.51

The structure-based design of Mdm2/Mdmx-p53 inhibitors gets serious. Angew Chem Int Ed Engl (2011) 1.30

Robust generation of lead compounds for protein-protein interactions by computational and MCR chemistry: p53/Hdm2 antagonists. Angew Chem Int Ed Engl (2010) 1.29

Pd(II)-catalyzed regioselective 2-alkylation of indoles via a norbornene-mediated C-H activation: mechanism and applications. J Am Chem Soc (2012) 1.12

1,4-Thienodiazepine-2,5-diones via MCR (I): synthesis, virtual space and p53-Mdm2 activity. Chem Biol Drug Des (2010) 1.07

Efficient multicomponent reaction synthesis of the schistosomiasis drug praziquantel. Chemistry (2010) 1.06

Efficient and diverse synthesis of indole derivatives. J Org Chem (2009) 1.04

Efficient assembly of iminodicarboxamides by a "truly" four-component reaction. Angew Chem Int Ed Engl (2012) 1.03

Rapid and efficient hydrophilicity tuning of p53/mdm2 antagonists. J Comb Chem (2010) 1.03

Isolation, crystal and solution structure determination, and biosynthesis of tubulysins--powerful inhibitors of tubulin polymerization from myxobacteria. Angew Chem Int Ed Engl (2004) 1.02

Exhaustive fluorine scanning toward potent p53-Mdm2 antagonists. ChemMedChem (2011) 1.01

Polycyclic indole alkaloid-type compounds by MCR. Chem Commun (Camb) (2009) 1.01

Mono- and bis- methyltrioxorhenium(VII) complexes with salen ligands: synthesis, properties, applications. Inorg Chem (2009) 1.00

The Gewald multicomponent reaction. Mol Divers (2010) 0.97

Enantioselective Lewis acid catalysis in intramolecular [2+2] photocycloaddition reactions of coumarins. Angew Chem Int Ed Engl (2010) 0.96

Biological evaluation of tubulysin A: a potential anticancer and antiangiogenic natural product. Biochem J (2006) 0.96

Praziquantel and schistosomiasis. ChemMedChem (2010) 0.96

Tritylamine as an ammonia surrogate in the Ugi tetrazole synthesis. Org Lett (2013) 0.96

Design and modular parallel synthesis of a MCR derived alpha-helix mimetic protein-protein interaction inhibitor scaffold. Bioorg Med Chem Lett (2006) 0.95

Robust NMR screening for lead compounds using tryptophan-containing proteins. J Am Chem Soc (2009) 0.95

MCR synthesis of praziquantel derivatives. Chem Biol Drug Des (2012) 0.94

Cyanoacetamide multicomponent reaction (I): Parallel synthesis of cyanoacetamides. J Comb Chem (2009) 0.93

Efficient C2 functionalisation of 2H-2-imidazolines. Org Biomol Chem (2007) 0.93

Crystal-packing-induced antiferromagnetic interactions of metallocenes: cyanonickelocenes, -cobaltocenes, and -ferrocenes. Chemistry (2008) 0.93

Solid-state NMR of a paramagnetic DIAD-FeII catalyst: sensitivity, resolution enhancement, and structure-based assignments. J Am Chem Soc (2006) 0.92

Halogen-bond-induced activation of a carbon-heteroatom bond. Angew Chem Int Ed Engl (2011) 0.92

Mdm2 and MdmX inhibitors for the treatment of cancer: a patent review (2011-present). Expert Opin Ther Pat (2013) 0.91

Polycyclic compounds by Ugi-Pictet-Spengler sequence. J Org Chem (2010) 0.90

Efficient synthesis of arrays of amino acid derived Ugi products with subsequent amidation. J Comb Chem (2009) 0.90

Organocatalysis by neutral multidentate halogen-bond donors. Angew Chem Int Ed Engl (2013) 0.90

Design of a versatile multicomponent reaction leading to 2-amino-5-ketoaryl pyrroles. Chem Biol Drug Des (2010) 0.89

A defined N-heterocyclic carbene complex for the palladium-catalyzed Suzuki cross-coupling of aryl chlorides at ambient temperatures. Angew Chem Int Ed Engl (2002) 0.89

Discovery of highly potent p53-MDM2 antagonists and structural basis for anti-acute myeloid leukemia activities. ACS Chem Biol (2014) 0.87

Desosamine in multicomponent reactions. Bioorg Med Chem Lett (2006) 0.87

Cyanoacetamide MCR (III): three-component Gewald reactions revisited. J Comb Chem (2010) 0.87

Mechanistic insights into heterogeneous zinc dicarboxylates and theoretical considerations for CO2-epoxide copolymerization. J Am Chem Soc (2011) 0.86

Multicomponent synthesis of diverse 1,4-benzodiazepine scaffolds. Org Lett (2012) 0.85

Massive parallel catalyst screening: toward asymmetric MCRs. Org Lett (2003) 0.85

Highly enantioselective Diels-Alder reaction of a photochemically generated o-quinodimethane with olefins. Angew Chem Int Ed Engl (2003) 0.85

One-pot synthesis of highly functionalized seleno amino acid derivatives. Chem Biol Drug Des (2009) 0.84

Various cyclization scaffolds by a truly Ugi 4-CR. Org Biomol Chem (2013) 0.84

Octahedral bipyridine and bipyrimidine dioxomolybdenum(VI) complexes: characterization, application in catalytic epoxidation, and density functional mechanistic study. Chemistry (2002) 0.83

One-pot multicomponent synthesis of two novel thiolactone scaffolds. Mol Divers (2010) 0.83

Short and diverse route toward complex natural product-like macrocycles. Org Lett (2003) 0.82

One-pot synthesis of 2-amino-indole-3-carboxamide and analogous. ACS Comb Sci (2010) 0.82

Identification of Hsp70 modulators through modeling of the substrate binding domain. Bioorg Med Chem Lett (2009) 0.82

A photocycloaddition/fragmentation approach toward the 3,12-dioxatricyclo[8.2.1.0(6,13)]tridecane skeleton of terpenoid natural products. Org Lett (2011) 0.82

A universal isocyanide for diverse heterocycle syntheses. Org Lett (2014) 0.82

Isothermal calorimetric titrations on charge-assisted halogen bonds: role of entropy, counterions, solvent, and temperature. J Am Chem Soc (2012) 0.82

Nonclassical vs classical metal...H3C-C interactions: accurate characterization of a 14-electron ruthenium(II) system by neutron diffraction, database analysis, solution dynamics, and DFT studies. J Am Chem Soc (2004) 0.81

Screening multicomponent reactions for X-linked inhibitor of apoptosis-baculoviral inhibitor of apoptosis protein repeats domain binder. J Med Chem (2011) 0.81

Diastereotopos-differentiation in the Rh-catalyzed amination of benzylic methylene groups in the α-position to a stereogenic center. J Am Chem Soc (2012) 0.81

New benzo[h]quinoline-based ligands and their pincer Ru and Os complexes for efficient catalytic transfer hydrogenation of carbonyl compounds. Chemistry (2008) 0.81

(-)-Bacillamide C: the convergent approach. Org Biomol Chem (2009) 0.81

1,4-Thienodiazepine-2,5-diones via MCR (II): scaffold hopping by Gewald and Ugi-deprotection-cyclization strategy. Chem Biol Drug Des (2010) 0.80

Novel T-shaped 14-electron platinum(II) complexes stabilized by one agostic interaction. Angew Chem Int Ed Engl (2003) 0.80

Imidazolin-2-iminato titanium complexes: synthesis, structure and use in ethylene polymerization catalysis. Dalton Trans (2005) 0.80

Square-planar iridium(II) and iridium(III) amido complexes stabilized by a PNP pincer ligand. Angew Chem Int Ed Engl (2011) 0.80

A square-planar ruthenium(II) complex with a low-spin configuration. Angew Chem Int Ed Engl (2010) 0.79

Titanium complexes with imidazolin-2-iminato ligands. Chem Commun (Camb) (2004) 0.79

Intramolecular [2+2] photocycloaddition reactions as an entry to the 2-oxatricyclo[4.2.1.0(4,9)]nonan-3-one skeleton of lactiflorin. Chem Asian J (2012) 0.79

Benzimidazole-2-one: a novel anchoring principle for antagonizing p53-Mdm2. Bioorg Med Chem (2012) 0.78

Fragment-based library generation for the discovery of a peptidomimetic p53-Mdm4 inhibitor. ACS Comb Sci (2014) 0.78

Enantioselective [6pi]-photocyclization reaction of an acrylanilide mediated by a chiral host. Interplay between enantioselective ring closure and enantioselective protonation. J Org Chem (2003) 0.78

Novel nonpeptidic inhibitors of HIV-1 protease obtained via a new multicomponent chemistry strategy. Bioorg Med Chem Lett (2004) 0.78

N-heterocyclic carbenes of iridium(I): ligand effects on the catalytic activity in transfer hydrogenation. Dalton Trans (2009) 0.77

Stereospecific polymerization of isoprene with molecular and MCM-48-grafted lanthanide(III) tetraalkylaluminates. Angew Chem Int Ed Engl (2004) 0.77

Stereoselective allyl transfer to chiral alpha-methoxycarbaldehydes: a model study related to the C-9/C-15 fragment of geldanamycin. Bioorg Med Chem (2006) 0.77

Hydrogen-bond mediated regio- and enantioselectivity in a C-H amination reaction catalysed by a supramolecular Rh(II) complex. Chem Commun (Camb) (2013) 0.76

A carbocyclic carbene as an efficient catalyst ligand for C-C coupling reactions. Angew Chem Int Ed Engl (2006) 0.76

Bi(OTf)3-catalyzed diastereoselective S(N)1-type reactions of chiral propargylic acetates. Angew Chem Int Ed Engl (2008) 0.76

CNN pincer ruthenium catalysts for hydrogenation and transfer hydrogenation of ketones: experimental and computational studies. Chemistry (2014) 0.76

Receptor-bound conformation of cilengitide better represented by its solution-state structure than the solid-state structure. Chemistry (2014) 0.76

Strong hydrogen bonds in the ionic pair (1,3-diisopropyl-4,5-dimethyl-4-imidazolin-2-ylidene)ammonium trichloro(1,3-diisopropyl-4,5-dimethyl-4-imidazolin-2-ylideneamine)iron(II). Acta Crystallogr C (2006) 0.76

4,4'-Azobis(halopyridinium) derivatives: strong multidentate halogen-bond donors with a redox-active core. Chemistry (2012) 0.76

Addressing association entropy by reconstructing guanidinium anchor groups for anion binding: design, synthesis, and host-guest binding studies in polar and protic solutions. Chemistry (2008) 0.76

Cyanoacetamides (IV): versatile one-pot route to 2-quinoline-3-carboxamides. ACS Comb Sci (2012) 0.76

Highly substituted pyrrolidinones and pyridones by 4-CR/2-CR sequence. Org Lett (2004) 0.76