Remote C-H Bond Functionalizations

N‐Based... Scheme 2.3 meta‐ C–H activation of toluene derivatives. Scheme 2.4 meta‐ C–H olefination of hydrocinnamic acid derivatives. Scheme 2.5 (a) 2‐hydroxybenzonitrile template assisted mono meta ‐selective o... Scheme 2.6 (a) Proposed remote‐selective C‐H activation via κ2 coordination ... Scheme 2.7 (a) Rh(III)‐catalyzed directing template assisted remote meta ‐C–H... Scheme 2.8 meta‐ C–H arylation of hydrocinnamic acids with arylboronic ... Scheme 2.9 meta‐ C–H arylation of hydrocinnamic acids with aryl iodides... Scheme 2.10 meta‐ C–H olefination of phenylacetate. Scheme 2.11 meta‐ C–H olefination of phenylacetic acid derivatives. Sou... Scheme 2.12 Rh‐catalyzed meta‐ C–H olefination of phenylacetic acid der... Scheme 2.13 Pyridine‐based template assisted meta‐ C–H olefination of p... Scheme 2.14 (a) meta ‐C‐H perfluoroalkenylation of phenylacetic acid derivati... Scheme 2.15 Pyridine‐based template assisted meta‐ C–H arylation and io... Scheme 2.16 (a) meta‐ C–H deuteration of phenylacetic acid derivatives ... Scheme 2.17 (a) meta ‐C–H olefination of benzoic acids. (b) Removal of direct... Scheme 2.18 (a) meta ‐C–H acetoxylation of benzoic acids. (b) Elaboration of Scheme 2.19 meta‐ C–H olefination of benzoic acid derivatives with conf... Scheme 2.20 meta‐ C–H olefination of aniline derivatives. Scheme 2.21 (a) synthesis of substrate from CO 2for meta‐ C–H activatio... Scheme 2.22 meta‐ C–H olefination of tertiary anilines. Scheme 2.23 (a) meta‐ C–H acetoxylation of aniline amides. (b) meta‐ ... Scheme 2.24 meta‐ C–H acetoxylation of benzylamine derivatives. Scheme 2.25 meta‐ C–H olefination of tertiary benzylamines and distal a... Scheme 2.26 meta‐ C–H olefination of phenylethylamine derivatives. Scheme 2.27 Sequential remote‐selective regiodivergent C–H olefination of 2‐... Scheme 2.28 (a) Conformation promoted meta ‐selective activation. (b) meta‐ ... Scheme 2.29 (a) meta‐ C–H olefination of indoline derivatives. (b) Remo... Scheme 2.30 meta‐ C–H arylation of indoline derivatives. Scheme 2.31 meta‐ C–H acetoxylation of indoline derivatives. Scheme 2.32 meta‐ C–H olefination of N ‐heterocycles. Scheme 2.33 meta‐ C–H olefination of 3‐phenylpyridines. Scheme 2.34 meta‐ C–H olefination of 3‐phenylpyridines using nitrile‐ba... Scheme 2.35 (a) meta‐ C–H olefination of benzylsulfonic acid derivative... Scheme 2.36 (a) meta‐ C–H olefination of 2‐phenethylsulfonic acid deriv... Scheme 2.37 meta‐ C–H olefination and alkylation of benzylsulfonyl and ... Scheme 2.38 meta‐ C–H olefination and acetoxylation of benzylsulfonyl e... Scheme 2.39 Rh‐catalyzed meta‐ C–H olefination of benzylsulfonyl esters... Scheme 2.40 meta‐ C–H perfluoroalkenylation of benzylsulfonyl esters.... Scheme 2.41 meta‐ C–H allylation of benzylsulfonyl esters. Scheme 2.42 meta‐ C–H oxygenation of benzylsulfonyl esters. Scheme 2.43 meta‐ C–H cyanation of benzylsulfonyl and 2‐phenethylsulfon... Scheme 2.44 meta‐ C–H deuteration of benzylsulfonyl esters. Scheme 2.45 meta‐ C–H silylation and germanylation. Scheme 2.46 meta‐ C–H olefination of phenol derivatives. Scheme 2.47 Organosilicon template assisted meta‐ C–H olefination of ph... Scheme 2.48 Rh(III)‐catalyzed meta‐ C–H olefination of phenol derivativ... Scheme 2.49 (a) meta ‐selective C–H olefination of phenols. (b) Nickel‐cataly... Scheme 2.50 meta ‐C–H olefination of 2‐phenyl phenol derivatives. Scheme 2.51 meta ‐C–H olefination of benzyl alcohols. Scheme 2.52 meta ‐C–H olefination of benzyl and phenyl ethyl alcohols. Scheme 2.53 meta ‐C–H iodination of benzyl and phenylethyl alcohols. Scheme 2.54 meta ‐C–H olefination of distal arene‐tethered alcohols. Scheme 2.55 meta ‐C–H functionalizations of arenes with different linker leng... Scheme 2.56 Removal of the pyrimidine‐based template. Scheme 2.57 meta ‐C–H allylation of alcohol derivatives. Scheme 2.58 meta ‐C–H olefination of arene‐tethered diols. Scheme 2.59 meta ‐C–H deuteration of alcohols. Scheme 2.60 meta ‐C–H olefination of benzyl silanes. Scheme 2.61 (a) meta ‐C–H cyanation of benzyl silanes. (b) Application of met ... Scheme 2.62 meta ‐C–H functionalizations of phosphonates. Scheme 2.63 meta ‐C–H alkylation of phosphonates. Scheme 2.64 meta ‐C–H deuteration of phosphonates. Scheme 2.65 Proposed catalytic cycle for meta‐ C–H olefination. Scheme 2.66 Proposed transition state through computational study.

2 Chapter 3 Scheme 3.1 Catellani's initial report on C–H functionalization of iodoarenes... Scheme 3.2 Proposed catalytic cycle for the ortho ‐C–H alkylation of aryl iod... Scheme 3.3 ortho ‐C–H alkylation of ortho ‐substituted iodoarenes under Pd/NBE... Scheme 3.4 Lautens' modified reaction conditions for ortho ‐C–H alkylation of... Scheme 3.5 Pd(II)‐initiated C–H functionalization of arenes under Pd/NBE cat... Scheme 3.6 ortho ‐Alkylation of ortho ‐unsubstituted iodoarenes with two diffe... Scheme 3.7 ortho ‐C–H trifluoroethylation iodoarenes with trifluoroethyl iodi... Scheme 3.8 ortho ‐Alkylation with racemic secondary alkyl iodides. Scheme 3.9 ortho ‐Alkylation with enantioenriched secondary alkyl iodides. Scheme 3.10 Asymmetric ortho ‐alkylation of iodoarenes under Pd/NBE catalysis... Scheme 3.11 Recent work on ortho ‐alkylation reactions using various terminat... Scheme 3.12 ortho ‐Alkylation/ ipso ‐alkynylation 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 2 Scheme 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...

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