Roberto Ballini

Nitroalkanes


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      19  11 Nitro Cyclopropanes: Synthesis and Applications 11.1 Synthesis of Nitro Cyclopropanes 11.2 Applications of Nitrocyclopropanes References

      20  12 Nitroalkanes as Source of Dicarbonyls 12.1 1,2-Dicarbonyl Derivatives 12.2 1,3-Dicarbonyl Derivatives 12.3 1,4-Dicarbonyl Derivatives 12.4 1,5-Dicarbonyl Derivatives References

      21  13 Nitroalkanes as Source of Spiroketals 13.1 1,6-Dioxaspiro[4.4]nonanes 13.2 1,6-Dioxaspiro[4.5]undecanes 13.3 1,6-Dioxaspiro[4.6]undecanes 13.4 1,7-Dioxaspiro[5.5]undecanes and 1,7-Dioxaspiro[5.6]dodecanes References

      22  Index

      23  End User License Agreement

      List of Tables

      1 Chapter 1Table 1.1 NaBH4/SiO2 reduction of nitroalkenes (select...Table 1.2 Comparative reduction of nitroalkenes with methods (i)–(iii)...Table 1.3 Reduction of nitroalkenes with NaCNBH3 (selected exampl...Table 1.4 Stereoselective reduction of nitroalkenes (selected examples)Table 1.6 Asymmetric nitromethylation of cyclic allyl esters (selected examp...Table 1.7 Two-step process of nitro alkylation of allylic alcohols (selected...Table 1.8 Two carbon homologation of vinyl bromides or triflates (selected e...

      2 Chapter 2Table 2.1 Reduction of nitroalkanes possessing heteroaromatic structures (se...Table 2.2 Reduction of nitroalkanes by H2/Ni/Al-SBA-15 (selected ...

      3 Chapter 3Table 3.1 Nef reaction by ozonolysis of nitronate (selected examples).Table 3.2 Nef reaction by CAN (selected examples).Table 3.3 Nef reaction with NaH/KMnO4.Table 3.4 Nef reaction with KOH/KMnO4–MgSO4.Table 3.5 Nef reaction promoted by MCPA (selected examples).Table 3.6 Primary nitroalkanes to carboxylic acid by basic phosphate buffer ...Table 3.7 Nef reaction by TPAP/NMO/MS.Table 3.8 Nef reaction by Oxone (selected examples).Table 3.9 Nef reaction promoted by DMD (selected examples).Table 3.10 Nef reaction promoted by Cu(OAc)2 (selected examples).Table 3.11 Nef reaction with IL/SPB (representative examples).Table 3.12 Nef reaction by KMnO4 under flow process (representati...Table 3.13 Nef reaction promoted by TiCl3–NH4OAc...Table 3.14 Nef reaction promoted by VCl2 (representative examples).Table 3.15 Nef reaction promoted by PMe3/additive A or ...Table 3.16 Nef reaction by basic silica gel (representative examples).Table 3.17 Nef reaction promoted by DBU (representative examples).Table 3.18 Nef reaction promoted by NaNO2/AcOH (representative ex...Table 3.19 Nef reaction promoted by KH/Me3SiCl (representative ex...Table 3.20 Nef reaction promoted by SiO2–TBD (representativ...

      4 Chapter 4Table 4.1 Henry reaction promoted by Amberlyst A21 (representative examples).Table 4.2 Henry reaction promoted by SiO2/MW (representative exam...Table 4.3 Henry reaction promoted by powered KOH (representative examples).Table 4.4 Henry reaction promoted by Mg–Al (3 : 1) hydrotalcite (repre...Table 4.5 Henry reaction promoted by ISOLUTE Si carbonate (representative exa...Table 4.6 Henry reaction promoted by PEI (representative examples).Table 4.7 Henry reaction promoted by PS-DMAP (representative examples).Table 4.8 Henry reaction promoted by K2CO3 (representa...Table 4.9 Henry reaction promoted by guanidine (I) (representative ex...Table 4.10 Henry reaction promoted by Et3N/SiO2 (repre...Table 4.11 Henry reaction promoted by KI@Fe3O4...Table 4.12 Henry reaction promoted by NaOH/CTACl/H2O (representat...Table 4.13 Henry reaction promoted by CTAOH (representative examples).Table 4.14 Henry reaction promoted by Ba(OH)2 (representative exa...Table 4.15 Henry reaction promoted by CTAB/phosphate buffer/H2O, ...Table 4.16 Henry reaction in (i) TMG·F3Ac or (ii) TMG Lac (r...Table 4.17 Henry reaction promoted by [bmim][BF4]/DBU (representa...Table 4.18 Nitroaldol condensation promoted by basic Al2O3...Table 4.19 Nitroaldol condensation promoted under MW, NH4OAc, and...Table 4.20 Nitroaldol condensation promoted under ultrasound, NH4...Table 4.21 Nitroaldol condensation under FDU-ED catalysis (representative ex...Table 4.22 Nitroaldol condensation promoted by FeCl3-piperidine (...Table 4.23 Henry reaction of sugars with BrCH2NO2 unde...Table 4.24 Henry reaction promoted by CuBr, Py, MeOH, and ligand D (s...Table 4.25 Anti-selective Henry reaction by [(bisurea-salen)Co]·OBz...

      5 Chapter 5Table 5.1 Michael reaction promoted by PS-BEMP (selected examples).Table 5.2 Michael reaction of α-nitro ketones under SiO2 cat...Table 5.3 Michael reaction promoted by NaOH/CTACl system (selected examples).Table 5.4 Michael reaction performed by BmimNTf2 system (selected...

      6 Chapter 6Table 6.1 Arylation of nitroalkanes minimizing their amount (selected exampl...Table 6.2 α-Arylation of secondary nitroalkanes 25 into 29...

      7 Chapter 7Table 7.1 Asymmetric synthesis of tetrasubstituted cyclohexanols 26.

      8 Chapter 8Table 8.1 Selected examples of α,β-unsaturated carbonyls 3.

      9 Chapter 9Table 9.1 Selected examples of α-nitrocycloalkanones 1.

      10 Chapter 11Table 11.1 Synthesis of cyclopropanes 34.Table 11.2 Cyclopropanation of γ-nitro alcohols.

      List of Illustrations

      1 IntroductionFigure 1 Three different typologies of nitro compounds.

      2 Chapter 1Scheme 1.1 Displacement (nitration) of alkyl halides.Scheme 1.2 Synthesis of fatty nitroalkanes.Scheme 1.3 Aryl nitromethanes synthesis under minimized purification step.Scheme 1.4 Nitration of halides with silver nitrite.Scheme