10 Conceptual design and cost-efficient environmentally Benign synthesis of betalactams
-
Aparna Das
Abstract
Stereoselective preparation of diverse trans and cis β-lactams following different experimental conditions are executed. A variety of circumstances are critically analyzed. It has been found that the stereochemistry of the products depends on a number of parameters including the conditions of the procedures, composition of the Schiff bases and acid chlorides or equivalents, method of addition of the reactants, temperature of the process and nature of the media. Using some of the compounds and methods as described herein, a number of useful chemical transformations for the preparation of heterocycles are achieved. These methods include indium-catalyzed glycosylation of amino β-lactams, preparation of pyrrole-substituted β-lactams, cycloaddition with sterically congested Schiff bases towards β-lactams, Michael reaction for the preparation of polycyclic oxazepenes and synthesis of two chiral isomers of the thienamycin side chain. Most of the products are obtained stereospecifically and in optically active forms. Many reactions described here are catalytic and therefore, these are environmentally friendly.
Abstract
Stereoselective preparation of diverse trans and cis β-lactams following different experimental conditions are executed. A variety of circumstances are critically analyzed. It has been found that the stereochemistry of the products depends on a number of parameters including the conditions of the procedures, composition of the Schiff bases and acid chlorides or equivalents, method of addition of the reactants, temperature of the process and nature of the media. Using some of the compounds and methods as described herein, a number of useful chemical transformations for the preparation of heterocycles are achieved. These methods include indium-catalyzed glycosylation of amino β-lactams, preparation of pyrrole-substituted β-lactams, cycloaddition with sterically congested Schiff bases towards β-lactams, Michael reaction for the preparation of polycyclic oxazepenes and synthesis of two chiral isomers of the thienamycin side chain. Most of the products are obtained stereospecifically and in optically active forms. Many reactions described here are catalytic and therefore, these are environmentally friendly.
Chapters in this book
- Frontmatter I
- Preface V
- Contents VII
- List of contributing authors XIII
- 1 Copper nanoparticles catalyzed carbon– heteroatom bond formation and synthesis of related heterocycles by greener procedures 1
- 2 Synthesis of quinazolinone and quinazoline derivatives using green chemistry approach 33
- 3 Green synthesis of various saturated S-heterocyclic scaffolds: an update 49
- 4 Cu-Catalysed tandem reactions for building poly hetero atom heterocycles-green chemistry tool 75
- 5 Recent developments in the green synthesis of biologically relevant cinnolines and phthalazines 101
- 6 Synthesis, properties and catalysis of quantum dots in C–C and C-heteroatom bond formations 187
- 7 Synthesis of bioactive natural products and their analogs at room temperature–an update 259
- 8 Synthesis of bioactive scaffolds catalyzed by agro-waste-based solvent medium 287
- 9 One-pot multi-component synthesis of diverse bioactive heterocyclic scaffolds involving 6-aminouracil or its N-methyl derivatives as a versatile reagent 331
- 10 Conceptual design and cost-efficient environmentally Benign synthesis of betalactams 357
- Index 389
Chapters in this book
- Frontmatter I
- Preface V
- Contents VII
- List of contributing authors XIII
- 1 Copper nanoparticles catalyzed carbon– heteroatom bond formation and synthesis of related heterocycles by greener procedures 1
- 2 Synthesis of quinazolinone and quinazoline derivatives using green chemistry approach 33
- 3 Green synthesis of various saturated S-heterocyclic scaffolds: an update 49
- 4 Cu-Catalysed tandem reactions for building poly hetero atom heterocycles-green chemistry tool 75
- 5 Recent developments in the green synthesis of biologically relevant cinnolines and phthalazines 101
- 6 Synthesis, properties and catalysis of quantum dots in C–C and C-heteroatom bond formations 187
- 7 Synthesis of bioactive natural products and their analogs at room temperature–an update 259
- 8 Synthesis of bioactive scaffolds catalyzed by agro-waste-based solvent medium 287
- 9 One-pot multi-component synthesis of diverse bioactive heterocyclic scaffolds involving 6-aminouracil or its N-methyl derivatives as a versatile reagent 331
- 10 Conceptual design and cost-efficient environmentally Benign synthesis of betalactams 357
- Index 389
