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3 article(s) from Lavilla, Rodolfo

Selectivity in multiple multicomponent reactions: types and synthetic applications

Ouldouz Ghashghaei,
Francesca Seghetti and
Rodolfo Lavilla

Beilstein J. Org. Chem. 2019, 15, 521–534, doi:10.3762/bjoc.15.46

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Graphical Abstract

Scheme 1: Selectivity levels found in multiple multicomponent reactions. I) Innate selectivity; II) sequentia...

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Scheme 2: Indiscriminate double Ugi MCR upon pyridine-2,6-dicarboxylic acid.

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Scheme 3: Representative examples of MCR-polymer synthesis. A) Biginelli HTS of polymers; B) Passerini;- C) U...

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Scheme 4: Concept of multicomponent macrocyclization.

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Scheme 5: Supramolecular structures out of MMCR macrocyclizations.

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Scheme 6: Macrocyclization by MMCRs. A) Staudinger MCR; B) boronic-imine MCR.

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Scheme 7: Selective Sequential MMCRs. A and B) MCRs involving terephthalaldehyde; C) Multiple GBB processes w...

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Scheme 8: Biased substrates for selective MMCRs.

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Scheme 9: The Union concept. A) Asinger–Ugi combination; B) Passerini–Ugi/azide from anthranilic acid; C) Pas...

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Scheme 10: Relevant examples of consecutive MCRs exploiting the Union Concept. A) Petasis-Ugi combination; B) ...

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Scheme 11: Selective MMCRs featuring FGs with distinct reactivity along the sequence. A) Synthesis of aminomet...

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Scheme 12: High order MMCRs. A) Ugi/Ugi–Smiles 7C combination; B) imidazoline-N-cyanomethylamide-Ugi union lea...

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Scheme 13: Consecutive Ugi 4CR-deprotection–Ugi 4CR strategy towards A) PNA oligomers and B) peptidic tetrazol...

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Scheme 14: Sequential Ugi 4CR-deprotection access to cyclopeptoids.

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Scheme 15: Stepwise access to 6-aminopenicillanic acid derivative through an Asinger, deprotection, Joullié ap...

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Scheme 16: A triple MCR-deprotection approach affording anticancer peptidomimetics.

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Review

Published 21 Feb 2019

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Studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations

Ouldouz Ghashghaei,
Consiglia Annamaria Manna,
Esther Vicente-García,
Marc Revés and
Rodolfo Lavilla

Beilstein J. Org. Chem. 2014, 10, 12–17, doi:10.3762/bjoc.10.3

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Scheme 1: Azetidine formation from the interaction of imines with isocyanides.

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Scheme 2: Reaction conditions.

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Figure 1: X-ray diffraction analysis of azetidine 3a.

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Scheme 3: Stepwise mechanism for the formation of azetidine 3a.

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Scheme 4: Manifold reaction mechanism.

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Letter

Published 06 Jan 2014

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Multicomponent reaction access to complex quinolines via oxidation of the Povarov adducts

Esther Vicente-García,
Rosario Ramón,
Sara Preciado and
Rodolfo Lavilla

Beilstein J. Org. Chem. 2011, 7, 980–987, doi:10.3762/bjoc.7.110

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Scheme 1: Povarov oxidation access to substituted quinolines.

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Scheme 2: Tetrahydroquinoline oxidation.

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Scheme 3: Synthesis of the Povarov adducts and their oxidation products.

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Figure 1: Optimization of the reaction conditions for the preparation of quinoline 18.

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Scheme 4: Oxidation of lactam-fused tetrahydroquinolines 20,20'.

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Full Research Paper

Published 13 Jul 2011

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