Development of New Radical Cascades and Multi-Component Reactions (Record no. 92632)
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| 000 -LEADER | |
|---|---|
| fixed length control field | 05338nam a22004695i 4500 |
| 001 - CONTROL NUMBER | |
| control field | 978-3-319-01324-4 |
| 003 - CONTROL NUMBER IDENTIFIER | |
| control field | DE-He213 |
| 005 - DATE AND TIME OF LATEST TRANSACTION | |
| control field | 20140220082508.0 |
| 007 - PHYSICAL DESCRIPTION FIXED FIELD--GENERAL INFORMATION | |
| fixed length control field | cr nn 008mamaa |
| 008 - FIXED-LENGTH DATA ELEMENTS--GENERAL INFORMATION | |
| fixed length control field | 131216s2014 gw | s |||| 0|eng d |
| 020 ## - INTERNATIONAL STANDARD BOOK NUMBER | |
| International Standard Book Number | 9783319013244 |
| -- | 978-3-319-01324-4 |
| 024 7# - OTHER STANDARD IDENTIFIER | |
| Standard number or code | 10.1007/978-3-319-01324-4 |
| Source of number or code | doi |
| 050 #4 - LIBRARY OF CONGRESS CALL NUMBER | |
| Classification number | QD415-436 |
| 072 #7 - SUBJECT CATEGORY CODE | |
| Subject category code | PNN |
| Source | bicssc |
| 072 #7 - SUBJECT CATEGORY CODE | |
| Subject category code | SCI013040 |
| Source | bisacsh |
| 082 04 - DEWEY DECIMAL CLASSIFICATION NUMBER | |
| Classification number | 547 |
| Edition number | 23 |
| 100 1# - MAIN ENTRY--PERSONAL NAME | |
| Personal name | Larraufie, Marie-Helene. |
| Relator term | author. |
| 245 10 - TITLE STATEMENT | |
| Title | Development of New Radical Cascades and Multi-Component Reactions |
| Medium | [electronic resource] : |
| Remainder of title | Application to the Synthesis of Nitrogen-Containing Heterocycles / |
| Statement of responsibility, etc | by Marie-Helene Larraufie. |
| 264 #1 - | |
| -- | Cham : |
| -- | Springer International Publishing : |
| -- | Imprint: Springer, |
| -- | 2014. |
| 300 ## - PHYSICAL DESCRIPTION | |
| Extent | XXII, 326 p. 517 illus., 42 illus. in color. |
| Other physical details | online resource. |
| 336 ## - | |
| -- | text |
| -- | txt |
| -- | rdacontent |
| 337 ## - | |
| -- | computer |
| -- | c |
| -- | rdamedia |
| 338 ## - | |
| -- | online resource |
| -- | cr |
| -- | rdacarrier |
| 347 ## - | |
| -- | text file |
| -- | |
| -- | rda |
| 490 1# - SERIES STATEMENT | |
| Series statement | Springer Theses, Recognizing Outstanding Ph.D. Research, |
| International Standard Serial Number | 2190-5053 |
| 505 0# - FORMATTED CONTENTS NOTE | |
| Formatted contents note | 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. |
| 520 ## - SUMMARY, ETC. | |
| Summary, etc | 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 quinazolinones and guanidines, as well as new insights into the mechanism of homolytic aromatic substitutions. In parallel, Larraufie expands the scope of visible light photoredox catalysis to the ring opening of epoxides and aziridines, thus providing new sustainable alternatives for the generation of radicals. Furthermore, in a collaborative effort with the Catellani group, the author investigates dual palladium/norbornene catalysis. First, she develops a C-amination coupling variant of the Catellani reaction with unprotected amines which provides an expeditious route to phenanthridines. Then, she examines the influence of the chelating effect on Pd(IV) intermediates reactivity with the help of experimental studies and DFT calculations. The work in this thesis has resulted in numerous publications in high impact journals.The clarity and depth of the experimental section will be useful for students and researchers working in this field. |
| 650 #0 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name as entry element | Chemistry. |
| 650 #0 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name as entry element | Chemistry, Organic. |
| 650 #0 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name as entry element | Catalysis. |
| 650 14 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name as entry element | Chemistry. |
| 650 24 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name as entry element | Organic Chemistry. |
| 650 24 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name as entry element | Catalysis. |
| 650 24 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name as entry element | Theoretical and Computational Chemistry. |
| 710 2# - ADDED ENTRY--CORPORATE NAME | |
| Corporate name or jurisdiction name as entry element | SpringerLink (Online service) |
| 773 0# - HOST ITEM ENTRY | |
| Title | Springer eBooks |
| 776 08 - ADDITIONAL PHYSICAL FORM ENTRY | |
| Display text | Printed edition: |
| International Standard Book Number | 9783319013237 |
| 830 #0 - SERIES ADDED ENTRY--UNIFORM TITLE | |
| Uniform title | Springer Theses, Recognizing Outstanding Ph.D. Research, |
| -- | 2190-5053 |
| 856 40 - ELECTRONIC LOCATION AND ACCESS | |
| Uniform Resource Identifier | http://dx.doi.org/10.1007/978-3-319-01324-4 |
| 912 ## - | |
| -- | ZDB-2-CMS |
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