Practical functional group synthesis

Author(s)

    • Stockland, Robert, Jr.

Bibliographic Information

Practical functional group synthesis

Robert A. Stockland, Jr

John Wiley and Sons, Inc., c2016

  • : pbk

Available at  / 7 libraries

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Note

Includes bibliographical references and index

Description and Table of Contents

Description

A practical handbook for chemists performing bond forming reactions, this book features useful information on the synthesis of common functional groups in organic chemistry. * Details modern functional group synthesis through carbon-heteroelement (N, O, P, S, B, halogen) bond forming reactions with a focus on operational simplicity and sustainability. * Summarizes key and recent developments - which are otherwise scattered across journal literature - into a single source * Contains over 100 detailed preparations of common functional groups * Included 25 troubleshooting guides with suggestions and potential solutions to common problems. * Complements the text in enhanced ebook editions with tutorial videos where the author provides an introduction to microwave assisted chemistry

Table of Contents

Preface ix Acknowledgments xi 1 Introduction to Practical Functional Group Synthesis 1 1.1 General Approaches for Designing Syntheses 1 1.2 New Versions of "Classic" Organic Reactions 6 1.3 Solvent Selection and Solvent-Free Reactions 7 1.4 Operational Simplicity 11 1.5 Metal-Catalyzed Transformations 12 1.6 Organocatalysis 16 1.7 Microwave- and Ultrasound-Assisted Chemistry 17 1.8 Sustainability 25 1.9 Asymmetric Synthesis 32 References 33 2 Preparation of Alcohols, Ethers, and Related Compounds 37 2.1 Preparation of Alcohols, Ethers, and Related Compounds through the Formation of Oxygen-Carbon(sp3) Bonds 37 2.2 Preparation of Phenols, Aryl Ethers, and Related Compounds through the Formation of Oxygen-Carbon(sp2) Bonds 57 2.3 Preparation of Vinyl Ethers and Related Compounds through the Formation of Oxygen-Carbon(sp2) Bonds 84 2.4 Preparation of Alkynyl Ethers and Related Compounds through the Formation of Oxygen-Carbon(sp) Bonds 114 References 117 3 Synthesis of Amines, Amides, and Related Compounds 123 Alkylamines 123 3.1 Synthesis of Alkylamines and Related Compounds through Nitrogen-Carbon(sp3) Bond-Forming Reactions 123 3.2 Synthesis of Arylamines and Related Compounds through Nitrogen-Carbon(sp2) Bond-Forming Reactions 150 3.3 Synthesis of Vinylamines and Related Compounds through Nitrogen-Carbon(sp2) Bond-Forming Reactions 191 3.4 Synthesis of Ynamides and Related Compounds through Nitrogen-Carbon(sp) Bond-Forming Reactions 207 References 213 4 Synthesis of Organophosphines, Phosphonates, and Related Compounds 219 4.1 Introduction to the Synthesis of Organophosphorus Compounds Generated through the Formation of Phosphorus-Carbon Bonds 219 4.2 Synthesis of Alkylphosphines and Related Compounds through the Formation of Phosphorus-Carbon(sp3) Bonds 220 4.3 Synthesis of Arylphosphines and Related Compounds through the Formation of Phosphorus-Carbon(sp2) Bonds 338 4.4 Synthesis of Vinylphosphines and Related Compounds through the Formation of Phosphorus-Carbon(sp2) Bonds 398 4.5 Synthesis of Alkynylphosphines and Related Compounds through the Formation of Phosphorus-Carbon(sp) Bonds 441 References 454 5 Synthesis of Thioethers, Sulfones, and Related Compounds 471 5.1 Synthesis of Thioethers and Related Compounds through the Formation of Sulfur-Carbon(sp3) Bonds 471 5.2 Synthesis of Aryl Thioethers and Related Compounds through the Formation of Sulfur-Carbon(sp2) Bonds 481 5.3 Synthesis of Vinyl Thioethers and Related Compounds through the Formation of Sulfur-Carbon(sp2) Bonds 498 5.4 Synthesis of Thioethers and Related Compounds through the Formation of Sulfur-Carbon(sp) Bonds 506 References 510 6 Synthesis of Organoboronic Acids, Organoboronates, and Related Compounds 515 6.1 Synthesis of Alkylboronates and Related Compounds through the Formation of Boron-Carbon(sp3) Bonds 515 6.2 Synthesis of Arylboronates and Related Compounds through the Formation of Boron-Carbon(sp2) Bonds 526 6.3 Synthesis of Vinylboronates and Related Compounds through the Formation of Boron-Carbon(sp2) Bonds 538 6.4 Synthesis of Alkynylboronates and Related Compounds through the Formation of Boron-Carbon(sp) Bonds 549 References 552 7 Synthesis of Organohalides 557 7.1 Synthesis of Alkyl Halides through the Formation of Halogen-Carbon(sp3) Bonds 557 7.2 Synthesis of Aryl Halides through the Formation of Halogen-Carbon(sp2) Bonds 590 7.3 Synthesis of Vinyl Halides through the Formation of Halogen-Carbon(sp2) Bonds 628 7.4 Synthesis of Alkynyl Halides through the Formation of Halogen-Carbon(sp) Bonds 655 References 670 Index 679

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