Author: Aristidis Vasilopoulos
Publisher:
Published: 2021
Total Pages: 0
ISBN-13:
DOWNLOAD EBOOKModular C-H functionalization methods offer a direct approach to molecular derivatization. In "radical relay" C-H functionalization reactions, a C(sp3)-H bond can be abstracted by an H atom transfer (HAT) reagent to form an alkyl radical. It has been demonstrated that alkyl radicals can be cross coupled with nucleophilic coupling partners in the presence of transition metal catalysts or reacted directly with compatible radical traps to form new bonds. Such oxidative coupling reactions allow bond construction from otherwise unreactive C-H sites enabling conversion of simple molecular building blocks into value added product libraries and generation of structural analogues of important molecules that can be tested for improved properties. This thesis discloses the development, mechanistic understanding, and application of several oxidative cross coupling methods including C(sp3)-H arylation, fluorination, and methylation reactions as well as an aerobic oxidative amidation reaction between alcohols and amines. Collectively, these methods contribute to the breadth of oxidation reactions available for the synthesis and functionalization of diverse molecules. The C-H arylation, fluorination/fluoride displacement, and amide coupling all are opportunities to apply oxidative coupling directly to the synthesis of important molecules. Complementarily, the fluorination and methylation reactions present opportunities to functionalize existing molecules to allow derivatized compositions of matter to be accessed for testing. Both forms of methodology are appealing for application in synthesis-driven specialties, where rapid and direct access to new structures is essential to solving complex challenges
Book Synopsis Transition Metal-catalyzed Oxidative Cross Coupling for Synthesis and Functionalization of Diverse Molecules by : Aristidis Vasilopoulos
Download or read book Transition Metal-catalyzed Oxidative Cross Coupling for Synthesis and Functionalization of Diverse Molecules written by Aristidis Vasilopoulos and published by . This book was released on 2021 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: Modular C-H functionalization methods offer a direct approach to molecular derivatization. In "radical relay" C-H functionalization reactions, a C(sp3)-H bond can be abstracted by an H atom transfer (HAT) reagent to form an alkyl radical. It has been demonstrated that alkyl radicals can be cross coupled with nucleophilic coupling partners in the presence of transition metal catalysts or reacted directly with compatible radical traps to form new bonds. Such oxidative coupling reactions allow bond construction from otherwise unreactive C-H sites enabling conversion of simple molecular building blocks into value added product libraries and generation of structural analogues of important molecules that can be tested for improved properties. This thesis discloses the development, mechanistic understanding, and application of several oxidative cross coupling methods including C(sp3)-H arylation, fluorination, and methylation reactions as well as an aerobic oxidative amidation reaction between alcohols and amines. Collectively, these methods contribute to the breadth of oxidation reactions available for the synthesis and functionalization of diverse molecules. The C-H arylation, fluorination/fluoride displacement, and amide coupling all are opportunities to apply oxidative coupling directly to the synthesis of important molecules. Complementarily, the fluorination and methylation reactions present opportunities to functionalize existing molecules to allow derivatized compositions of matter to be accessed for testing. Both forms of methodology are appealing for application in synthesis-driven specialties, where rapid and direct access to new structures is essential to solving complex challenges
