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Efficient Hydrocarbon Reactions in Organic Synthesis

Efficient Hydrocarbon Reactions in Organic Synthesis

Ruimao Hua

ISBN: 978-3-527-80482-5

Feb 2020

350 pages


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This is not only a comprehensive overview of efficient synthetic methodologies using hydrocarbons as starting materials, but also a collection of conceptual and practical hints for designing the high atom efficient reactions needed to synthesize functionalized molecules.
The result 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.
1 Dimerization of Alkynes and Alkenes
1.1 Markovnikov Dimerization of Terminal Alkynes
1.2 anti-Markovnikov Dimerization of Terminal Alkynes
1.3 Dimerization of Terminal Alkenes
1.4 Cross-Dimerization of Alkynes with Alkenes
2 Multicomponent Cycloaddition Reactions of Unsaturated Hydrocarbons
2.1 Multicomponent Click Reactions
2.2 Multicomponent Diels-Alder Reactions
2.3 Multicomponent Cycloaddition Reactions in Natural Product Synthesis
2.4 Multicomponent Cycloaddition Reactions in Organic Material Synthesis
3 Addition of C(sp) -
H Bond to Unsaturated Compounds
3.1 Addition of Terminal Alkynes to Carbonyl Compounds
3.2 Addition of Terminal Alkynes to Alkenes
3.3 Addition of Terminal Alkynes to Nitriles
3.4 Addition of Terminal Alkynes to Epoxides
3.5 Addition of Terminal Alkynes to Imines
3.6 Addition of Terminal Alkynes to Other Unsaturated Compounds
4 Functionalized Alkenes from Hydrofunctionalization of Alkynes
4.1 Hydrocarbonation of Alkynes
4.2 Hydroborations of Alkynes
4.3 Hydrosilylation of Alkynes
4.4 Hydrostannylation of Alkynes
4.5 Hydroamination of Alkynes
4.6 Hydrophosphination, Hydrophosphinylation, Hydrophosphonylation of Alkynes
4.7 Hydrosulfurization of Alkynes
4.8 Addition of O-Nucleophiles to Alkynes
5 Hydrofunctionalization of Alkenes
5.1 Hydroborations of Alkenes
5.2 Hydrosilylation of Alkenes
5.3 Hydrostannylation of Alkenes
5.4 Hydroamination of Alkenes
5.5 Hydrophosphination, Hydrophosphinylation, Hydrophosphonylation of Alkenes
5.6 Hydrosulfurization of Alkenes
5.7 Addition of O-Nucleophiles to Alkenes
6 Double Functionalization of Alkynes and Alkenes by Addition Reaction of Element-Element Bond
6.1 Addition Reaction of Main-Group 3 Element-Element Bond
6.2 Addition Reaction of Main-Group 4 Element-Element Bond
6.3 Addition Reaction of Main-Group 5 Element-Element Bond
6.4 Addition Reaction of Main-Group 6 Element-Element Bond
6.5 Addition Reaction of Heteronuclear Element-Element Bond
7 Double Functionalization of Alkynes by Addition of Carbon-Element Bond
7.1 Addition Reaction of Carbon-Silicon Bond
7.2 Addition Reaction of Carbon-Tin Bond
7.3 Addition Reaction of Carbon-Sulfur Bond
7.4 Addition Reaction of Carbon-Selenium Bond
7.5 Addition Reaction of Carbon-Halogen Bond
7.6 Other Double Functionalization Reaction of Alkynes
8 Carbocycles from Cycloaddition of Alkynes and Alkenes
8.1 Four-Membered Carbocycles
8.2 Six-Membered Carbocycles
8.3 Addition of Aromatic C-H Bond to Alkynes
8.4 Addition of Olefinic C-H Bond to Alkynes
9 Heterocycles from Cycloaddition of Alkynes
9.1 Four-Membered Heterocycles
9.2 Five-Membered Heterocycles
9.3 Six-Membered Heterocycles
9.4 Other Heterocycles
9.5 Heterocycles from Intramolecular Cycloaddition
10 Carbonyl Compounds from Alkynes and Alkenes
10.1 Hydrolysis of Alkynes
10.2 Hydroformylation of Alkynes and Alkenes
10.3 Hydroacylation of Alkynes and Alkenes
10.4 Hydroamidation of Alkynes and Alkenes
10.5 Hydrocarboxylation of Alkynes and Alkenes
10.6 Cyclocarbonylation of Alkynes and Alkenes