Development of New Radical Cascades and Multi-Component Reactions Application to the Synthesis of Nitrogen-Containing Heterocycles /

• Κύριος συγγραφέας: Larraufie, Marie-Helene (Συγγραφέας)
• Συγγραφή απο Οργανισμό/Αρχή: SpringerLink (Online service)
• Μορφή: Ηλεκτρονική πηγή Ηλ. βιβλίο
• Γλώσσα: English
• Έκδοση: Cham : Springer International Publishing : Imprint: Springer, 2014.
• Σειρά: Springer Theses, Recognizing Outstanding Ph.D. Research,
• Θέματα: Chemistry.; Organic chemistry.; Chemistry, Physical and theoretical.; Catalysis.; Organic Chemistry.; Theoretical and Computational Chemistry.

In this dissertation, Marie-Hélène Larraufie develops original radical and pallado-catalyzed methodologies to enable the synthesis of several classes of bioactive nitrogen-containing heterocycles. New radical cascades employing the N-acylcyanamide moiety offer straightforward routes to quinazolinone...

Πίνακας περιεχομένων:

• INTRODUCTION
• PART A: N-ACYLCYANAMIDES AS NEW PARTNERS IN RADICAL CASCADES: SYNTHESIS OF POLYCYCLIC QUINAZOLINONES AND GUANIDINES
• THE CYANAMIDE MOIETY, SYNTHESIS AND REACTIVITY
• HOMOLYTIC AROMATIC SUBSTITUTIONS: STATE OF THE ART OF THE MECHANISTIC PROPOSALS
• RESULTS: DEVELOPMENTS OF NEW RADICAL CASCADES WITH N-ACYLCYANAMIDES
• OBJECTIVES OF THE PROJECT
• ADDITION OF ALKYL RADICALS
• ADDITION OF VINYL RADICALS TO N-ACYLCYANAMIDES
• ADDITION OF NITROGEN CENTERED RADICALS
• PREPARATION AND CYCLIZATION OF ALKYL PRECURSORS
• PREPARATION AND CYCLIZATION OF VINYL PRECURSORS
• PREPARATION AND CYCLIZATION OF AZIDE PRECURSORS
• PART B: VISIBLE-LIGHT PHOTOREDUCTIVE CATALYSIS FOR AN ECO-COMPATIBLE GENERATION OF RADICALS
• BIBLIOGRAPHICAL BACKGROUNDS: GENERATION OF RADICALS BY VISIBLE LIGHT PHOTOREDOX CATALYSIS
• PHOTOPHYSICAL PROPERTIES OF TRIS(BIPYRIDYL)RUTHENIUM(II) COMPLEXES
• STATE OF THE ART OF THE SUBSTRATES AMENABLE TO VISIBLE LIGHT PHOTOREDOX CATALYSIS
• RESULTS: VISIBLE LIGHT-INDUCED PHOTOREDUCTIVE GENERATION OF RADICALS FROM EPOXIDES AND AZIRIDINES
• EPOXIDES AS NEW SUBSTRATES FOR VISIBLE-LIGHT TRIGGERED GENERATION OF RADICALS
• SCOPE AND LIMITATIONS OF THE REDUCTIVE RING-OPENING METHODOLOGY
• UTILIZATION OF THE PHOTOGENERATED RADICALS IN CARBON-CARBON BOND FORMATIONS
• SUPPORTING INFORMATION
• GENERAL REMARKS
• GENERAL PROCEDURES
• EPOXIDE, AZIRIDINES AND CYCLOPROPANES PRECURSORS
• REDUCTIVE RING-OPENING PRODUCTS
• ALLYLATION PRODUCTS 246
• PART C: NEW DEVELOPMENTS IN ARYL-ARYL COUPLINGS VIA PALLADIUM/NORBORNENE DUAL CATALYSIS: SYNTHESIS OF PHENANTHRIDINES AND PHENANTHRENES
• BIBLIOGRAPHICAL BACKGROUND: THE ORTHO EFFECT IN THE CATELLANI REACTION
• THE CATELLANI REACTION
• SYNTHETIC APPLICATIONS OF THE ORTHO EFFECT
• MECHANISTIC EXPLANATIONS FOR THE ORTHO EFFECT
• RESULTS: NEW PARTNERS FOR ORTHO-SUBSTITUTED ARYL IODIDES IN PALLADIUM/NORBORNENE COCATALYSIS
• COUPLING OF ORTHO-SUBSTITUTED ARYL IODIDES AND BROMOBENZYL AMINES: FIRST REPORTED CATELLANI SEQUENCE TERMINATED BY N-ARYL COUPLING WITH UNPROTECTED AMINES
• COUPLING OF ORTHO-SUBSTITUTED ARYL IODIDES AND 2-BROMOPHENYL ACETAMIDES: AN EXCEPTION TO THE ORTHO EFFECT
• SUPPORTING INFORMATION
• GENERAL REMARKS
• COUPLING OF ORTHO-SUBSTITUTED ARYL IODIDES AND BROMOBENZYL AMINES
• COUPLING OF ORTHO-SUBSTITUTED ARYL IODIDES AND 2-BROMOPHENYL ACETAMIDES.