reactions using terminal alky...Scheme 3.13 Total synthesis of (+)‐linoxepin using ortho‐alkylation/ipso‐Hec...Scheme 3.14 ortho‐Alkylation/ipso‐heteroarylation of iodoarenes with heteroa...Scheme 3.15 ortho‐Alkylation using bifunctional alkylating reagents under Pd...Scheme 3.16 ortho‐Alkylation of iodoarenes containing terminating functional...Scheme 3.17 ortho‐Alkylation of simple iodoarenes with alkyne‐tethered alkyl...Scheme 3.18 Pd/NBE‐catalyzed reactions of iodoarenes with aryl‐substituted 2Scheme 3.19 Pd/NBE‐catalyzed reactions of iodoarenes with aziridines.Scheme 3.20 Pd/NBE‐catalyzed reactions of iodoarenes with epoxides.Scheme 3.21 Pd/NBE‐catalyzed homocoupling of 4‐fluorobromobenzene.Scheme 3.22 Pd/NBE‐catalyzed homocoupling of ortho‐substituted iodoarenes....Scheme 3.23 Pd/NBE‐catalyzed cross‐coupling of iodoarenes with electron‐poor...Scheme 3.24 ortho‐Arylation of iodoarenes using o‐bromophenols and 1‐bromo‐2...Scheme 3.25 ortho‐Arylation of iodoarenes using bromoarenes with N‐containin...Scheme 3.26 ortho‐Arylation of iodoarenes using bifunctional aryl halides.Scheme 3.27 ortho‐Arylation of iodoarenes using o‐bromophenols.Scheme 3.28 ortho‐Arylation of bifunctional iodoarenes under Pd/NBE catalysi...Scheme 3.29 Theoretical investigation on the origin of the “ortho effect.”...Scheme 3.30 Deviation from the “ortho effect.”Scheme 3.31 Overcoming the “ortho effect” in ortho‐arylation reactions by us...Scheme 3.32 ortho‐Acylation of aryl iodides using pre‐formed or in situ gene...Scheme 3.33 ortho‐Acylation of aryl iodides using norbornene derivatives as ...Scheme 3.34 ortho‐Acylation of aryl iodides using other types of terminating...Scheme 3.35 ortho‐Acylation of aryl iodides using bifunctional acylation rea...Scheme 3.36 Synthesis of benzo‐fused cyclic ketones and natural products usi...Scheme 3.37 ortho‐Alkoxycarbonylation of aryl iodides under Pd/NBE catalysis...Scheme 3.38 Dong's initial report on ortho‐amination of iodoarenes with N‐be...Scheme 3.39 ortho‐Amination of iodoarenes using N‐benzoyloxyamines in the pr...Scheme 3.40 ortho‐Amination of aryl bromides using N‐benzoyloxyamines. Scheme 3.41 ortho‐Amination of iodoarenes containing a terminating functiona...Scheme 3.42 ortho‐Amination of ortho‐unsubstituted iodoarenes using bridgehe...Scheme 3.43 Application of ortho‐amination/ipso‐alkynylation of iodoarenes i...Scheme 3.44 ortho‐Thiolation of iodoarenes using thiosulfonates as the thiol...Scheme 3.45 Pd(II)‐catalyzed C2‐functionalization of indoles.Scheme 3.46 Proposed mechanism for the Pd(II)‐catalyzed C2‐functionalization...Scheme 3.47 Synthetic applications of the Pd(II)‐catalyzed 2‐alkylation of i...Scheme 3.48 Pd(II)‐catalyzed 2‐alkylation of pyrroles.Scheme 3.49 Pd(II)‐catalyzed 2‐trifluoroethylation of indoles.Scheme 3.50 Pd(II)‐catalyzed meta‐C–H alkylation and arylation of arenes bea...Scheme 3.51 Pd(II)‐catalyzed meta‐C–H functionalization of arenes bearing an...Scheme 3.52 Pd(II)‐catalyzed enantioselective meta‐C–H functionalization of ...Scheme 3.53 Pd(II)‐catalyzed ortho alkylation of arylboronic acids or esters...Scheme 3.54 Pd(II)‐catalyzed ortho arylation of arylboronic esters.Scheme 3.55 Pd(II)‐catalyzed ortho acylation and amination of aryl boroxines...
3 Chapter 4Scheme 4.1 Directing group assisted site‐selective C–H functionalization of ...Scheme 4.2 Proposed catalytic cycle of directing group assisted meta‐C–H fun...Scheme 4.3 meta‐C–H alkylation of phenylacetic amide derivatives with NBE....Scheme 4.4 meta‐C–H alkylation of phenylacetic amide derivatives with Yu‐med...Scheme 4.5 meta‐C–H alkylation of benzylsulfonamide derivatives.Scheme 4.6 meta‐C–H alkylation of nosyl‐protected methyl ester of phenylalan...Scheme 4.7 meta‐C–H arylation of phenylacetic amide derivatives with NBE....Scheme 4.8 meta‐C–H arylation of phenylacetic amide derivatives with Yu‐medi...Scheme 4.9 meta‐C–H arylation of β‐arylethylamine derivatives.Scheme 4.10 meta‐C–H arylation of biaryl‐2‐trifluoroacetamide derivatives....Scheme 4.11 meta‐C–H arylation of nosyl‐protected aryl ethylamine, phenylgly...Scheme 4.12 meta‐C–H arylation of benzylsulfonamide derivatives.Scheme 4.13 meta‐C–H arylation of benzyl amine derivatives.Scheme 4.14 meta‐C–H arylation of aniline, heterocyclic aromatic amine, phen...Scheme 4.15 (a) meta‐C–H arylation of benzylamine derivatives. (b) Synthetic...Scheme 4.16 meta‐C–H arylation of masked aromatic aldehyde derivatives.Scheme 4.17 (a) meta‐C–H arylation of benzyl alcohol derivatives. (b) Cleava...Scheme 4.18 meta‐C–H arylation of free phenylacetic acids.Scheme 4.19 (a) meta‐C–H chlorination of aniline and phenol derivatives. (b)...Scheme 4.20 meta‐C–H chlorination of benzylamine derivative.Scheme 4.21 meta‐C–H amination of aniline and phenol derivatives.Scheme 4.22 meta‐C–H amination of benzylamine and masked aromatic aldehyde d...Scheme 4.23 meta‐C–H alkynylation of aniline derivatives.Scheme 4.24 (a) Enantioselective meta‐C–H activation. (b) Enantioselective m...
4 Chapter 5Figure 5.1 Strategies for remote meta‐/para‐selective C–H activation. (a) St...Scheme 5.1 Ruthenium catalysis for C–H alkylation with n‐hexyl bromide. (a) ...Scheme 5.2 Remote meta‐C–H alkylations with secondary alkyl halides. (a) Sco...Scheme 5.3 meta‐C–H Alkylations with tertiary alkyl halides. (a) Reactions o...Scheme 5.4 Proposed catalytic cycle for remote C–H alkylations via ortho‐rut...Scheme 5.5 Remote meta‐C–H alkylation with transformable/removable directing...Scheme 5.6 Remote meta‐C–H alkylation with removable directing groups. (a) m...Scheme 5.7 Ruthenium‐catalyzed meta‐C–H mono‐ and difluoromethylations. (a) ...Scheme 5.8 Remote C–H alkylations with α‐bromocarbonyl compounds. (a) Ruthen...Scheme 5.9 Proposed catalytic cycle for the synergistic ruthenium‐phosphine ...Scheme 5.10 Remote C–H alkylations using an arene‐ligand‐free ruthenium comp...Scheme 5.11 Photo‐induced ruthenium‐catalyzed meta‐C–H alkylations with alky...Scheme 5.12 Remote meta‐C–H alkylations under visible light irradiation.Scheme 5.13 Oxidative ruthenium‐catalyzed meta‐benzylation with toluene deri...Scheme 5.14 Site‐selectivity switch for ruthenium‐catalyzed C–H benzylation....Scheme 5.15 Proposed catalytic cycle for remote meta‐C–H benzylations. Sourc...Scheme 5.16 Ruthenium‐catalyzed remote C–H carboxylation.Scheme 5.17 Remote C–H acylation via oxidative decarboxylation. Scheme 5.18 meta‐C–H Sulfonylations of phenylpyridines 1 with sulfonyl chlor...Scheme 5.19 Proposed catalytic cycle for meta‐sulfonylation. Source: Modifie...Scheme 5.20 Azoarene‐directed meta‐sulfonation.Scheme 5.21 Ruthenium‐catalyzed meta‐bromination. (a) meta‐Bromination with ...Scheme 5.22 Homogeneous or heterogeneous ruthenium catalysts for meta‐bromin...Scheme 5.23 Ruthenium‐catalyzed meta‐halogenation. (a) meta‐Halogenation wit...Scheme 5.24 Ruthenium‐catalyzed meta‐nitration.Scheme 5.25 Proposed catalytic cycle for ruthenium‐catalyzed meta‐nitration....Scheme 5.26 Ruthenium‐catalyzed remote C–H nitration. (a) meta‐C–H Nitration...Scheme 5.27 Oxidative C–H/C–H activation for para‐selective alkylations.Scheme 5.28 para‐C–H Oxygenations of anisoles 85