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dc.contributor.advisorMontchamp, Jean-Luc
dc.contributor.authorSabourin, Axelen_US
dc.date.accessioned2021-12-07T15:30:37Z
dc.date.available2021-12-07T15:30:37Z
dc.date.created12/6/2021en_US
dc.date.issued12/6/2021en_US
dc.identifiercat-007150540
dc.identifier.urihttps://repository.tcu.edu/handle/116099117/49755
dc.description.abstractThe work presented in this dissertation consists in the development of syntheses towards novel benzo-fused phosphorus-containing heterocycles. Special emphasis is given to benzophostam structures. A review of the most relevant literature in terms of preparation of known and related phosphorus-containing heterocycles is provided in Chapter I. The following chapter introduces a new concept invented by Montchamp and coworkers, the cost of academic methodologies (CAM), to evaluate and compare various methodologies according to a cost-based approach. The third chapter details the different strategies developed to synthesize the different P-substituted 5- and 6-membered benzophostams and they are evaluated through the CAM lense. Chapter IV is a direct continuation of chapter III with the development of methods to access various N- and C-substituted benzophostams by arylation or alkylation reactions with various electrophiles of phostams previously synthesized in chapter III or from completely new strategies, such as a reductive Heck approach. Finally, in chapter V, two new strategies are presented to access other type of P-heterocycles. The first one is based on the cyclization of unsaturated phosphorus compounds under Friedel-Crafts conditions to access electron rich benzo fused phosphorus-containing heterocycles while the second approach relies on [4+2] addition process of a benzooxaphosphole oxide with various permanent dipoles to deliver a series of 6-membered benzo-fused phosphorus-containing heterocycles.
dc.format.mediumFormat: Onlineen_US
dc.language.isoenen_US
dc.subjectOrganic chemistryen_US
dc.subjectChemistryen_US
dc.subjectBenzophostamsen_US
dc.subjectHeterocyclesen_US
dc.subjectOrganic synthesisen_US
dc.subjectPhosphorusen_US
dc.titleDevelopment and reactivity of novel benzo-fused phosphorus-containing heterocyclesen_US
dc.typeTexten_US
etd.degree.departmentDepartment of Chemistry
etd.degree.levelDoctoral
local.collegeCollege of Science and Engineering
local.departmentChemistry and Biochemistry
local.academicunitCollege of Science and Engineeringen_US
local.academicunitDepartment of Chemistry
dc.type.genreDissertation
local.subjectareaChemistry and Biochemistry
etd.degree.nameDoctor of Philosophy
etd.degree.grantorTexas Christian University


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