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This book is not only a comprehensive overview of efficient synthetic methodologies using unsaturated hydrocarbons as starting materials, but also a collection of conceptual and practical hints for designing the high atom efficient reactions for synthesis of functionalized molecules. It is a valuable resource for researchers and chemists from academia and industry wishing to refresh their knowledge, as well as an excellent reference for chemistry majors.
Autorentext
*Ruimao Hua is Professor of Chemistry, Department of Chemistry, Tsinghua University, China. His research interests focus on organic synthetic methodologies from alkynes, organic materials for liquid crystal display and organic light emitting diode (OLED) displays.*
Klappentext
Provides comprehensive coverage of the atom-economic approach to functionalized molecules using unsaturated hydrocarbons as starting materials Unsaturated hydrocarbons have emerged as an important class of fundamental starting materials in organic synthesis. Synthetic methodologies incorporating unsaturated hydrocarbons continue to expand due to their numerous applications in the synthesis of a vast array of chemicals. Addition Reactions with Unsaturated Hydrocarbons presents an up-to-date overview of modern methods that utilize reactions of unsaturated hydrocarbons as building blocks of organic synthesis, covering the conceptual and practical knowledge required for designing atom-efficient reactions to synthesize functionalized molecules. This authoritative volume discusses homo-dimerization and cross-dimerization of alkynes and/or alkenes, synthesis of carbonyl compounds from the hydration of alkynes, cycloadditions of alkynes and alkenes for the synthesis of carbocycles and heterocycles, double functionalization of alkynes and alkenes by addition reactions of element-element bonds, and more.
Zusammenfassung
Addition Reactions with Unsaturated Hydrocarbons Provides comprehensive coverage of the atom-economic approach to functionalized molecules using unsaturated hydrocarbons as starting materials Unsaturated hydrocarbons have emerged as an important class of fundamental starting materials in organic synthesis. Synthetic methodologies incorporating unsaturated hydrocarbons continue to expand due to their numerous applications in the synthesis of a vast array of chemicals. Addition Reactions with Unsaturated Hydrocarbons presents an up-to-date overview of modern methods that utilize reactions of unsaturated hydrocarbons as building blocks of organic synthesis, covering the conceptual and practical knowledge required for designing atom-efficient reactions to synthesize functionalized molecules. This authoritative volume discusses homo-dimerization and cross-dimerization of alkynes and/or alkenes, synthesis of carbonyl compounds from the hydration of alkynes, cycloadditions of alkynes and alkenes for the synthesis of carbocycles and heterocycles, double functionalization of alkynes and alkenes by addition reactions of element-element bonds, and more.
Inhalt
Chapter 1. Dimerization of Alkynes and Alkenes
1.1 Markovnikov Dimerization of Terminal Alkynes
1.2 anti-Markovnikov (head-to-head) Dimerization of Terminal Alkynes
1.3 Dimerization and Cross-dimerization of Terminal Alkenes
1.4 Cross-Dimerization of Different Alkynes or Alkynes with Alkenes
Chapter 2. Addition of C(sp)-H Bonds to Unsaturated Compounds
2.1 Addition of Terminal Alkynes to Carbonyl Compounds
2.2 Addition of Terminal Alkynes to Alkenes
2.3 Addition of Terminal Alkynes to Imines
2.4 Addition of Terminal Alkynes to Other Compounds
Chapter 3. Functionalized Alkenes from Hydrofunctionalization of Alkynes
3.1 Hydroborations of Alkynes
3.2 Hydrosilylation of Alkynes
3.3 Hydrostannation of Alkynes
3.4 Hydroamination of Alkynes
3.4.1 Hydroamination of alkynes with primary amines
3.4.2 Hydroamination of alkynes with secondary amines
3.4.3 Cyclohydroamination of alkynes
3.4.4 Aminocarbonylation of alkynes
3.5 Hydrophosphination of Alkynes and Related H-P(O) Addition
3.5.1 Hydrophosphination of Alkynes
3.5.2 Addition of PV(O)-H bond to alkynes
3.6 Hydrothiolation of Alkynes
3.6.1 Markovnikov hydrothiolation of alkynes
3.6.2 anti-Markovnikov hydrothiolation of alkynes
3.7 Addition of O-Nucleophiles to Alkynes
3.7.1 Addition of alcohols and phenols to alkynes
3.7.2 Addition of acids to alkynes
Chapter 4. Hydrofunctionalization of Carbon-Carbon Double Bonds
4.1 Hydroboration of Alkenes
4.1.1 Markovnikov hydroboration of alkenes
4.1.2 anti-Markovnikov hydroboration of alkenes
4.1.3 Hydroboration of allenes and 1,3-dienes
4.1.4 Asymmetric hydroboration of alkenes
4.2 Hydrosilylation of Carbon-Carbon Double Bonds
4.2.1 Markovnikov and anti-Markovnikov hydrosilylation of alkenes
4.2.2 Hydrosilylation of allenes
4.2.3 Hydrosilylation of 1,3-dienes
4.2.4 Asymmetric hydrosilylation of alkenes
4.3 Hydrostannation of Carbon-Carbon Double Bonds
4.4 Hydroamination of Carbon-Carbon Double Bonds
4.4.1 Markovnikov hydroamination of alkenes
4.4.2 anti-Markovnikov hydroamination of alkenes
4.4.3 Hydroamination of allenes and 1,3-dienes
4.4.4 Asymmetric hydroamination of alkenes
4.4.5 Nitrogen-heterocycles from intramolecular hydroamination of alkenes
4.5 Hydrophosphination of Alkenes and Related PV(O)-H Addition
4.6 Hydrothiolation of Carbon-Carbon Double Bonds
4.7 Addition of O-Nucleophiles to Alkenes
Chapter 5. Double Functionalization of Alkynes and Alkenes by Addition of Element-Element Bonds
5.1 Addition Reaction of Group 13 Element-Element Bonds
5.1.1 cis-Addition reactions to alkynes
5.1.2 trans-Addition reactions to alkynes
5.1.3 Addition reactions to alkenes
5.1.4 Synthesis of 1,1-diborylalkanes/alkenes via addition of B-B bond
5.2 Addition Reaction of Group 14 Element-Element Bonds
5.3 Addition Reaction of Group 15 Element-Element Bond
5.4 Addition Reactions of Group 16 Element-Element Bond
5.4.1 cis-Addition reactions to alkynes
5.4.2 trans-Addition reactions to alkynes
5.4.3 Different heteroatom bond addition reactions to alkynes
5.4.4 Addition reactions to a…