Friedel-Crafts Acylations.

Nelson, K. LeR.

doi:10.1021/ie51397a009

Cited by 3 publications

(1 citation statement)

References 37 publications

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“…A promising strategy to realize this aim is to selectively functionalize, aiming C-H bonds in the substrate chain moiety or cyclic skeleton and placing a desired functional group or branch chain in it. For this purpose, many famous catalytic reactions were developed, such as Friedel-Crafts [89][90][91] and Heck [92,93] reactions. In the conventional Friedel-Crafts reaction, AlCl 3 Lewis acid catalyst was applied to catalyze electrophilic C-H alkylation or acylation between alkyl halides, acyl halides, and arenes.…”

Section: C-h Activation Available To Convert Simple Molecules Into Dementioning

confidence: 99%

TiO2 Photocatalyzed C–H Bond Transformation for C–C Coupling Reactions

Wang

Liu

et al. 2018

Catalysts

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Fulfilling the direct inert C–H bond functionalization of raw materials that are earth-abundant and commercially available for the synthesis of diverse targeted organic compounds is very desirable and its implementation would mean a great reduction of the synthetic steps required for substrate prefunctionalization such as halogenation, borylation, and metalation. Successful C–H bond functionalization mainly resorts to homogeneous transition-metal catalysis, albeit sometimes suffering from poor catalyst reusability, nontrivial separation, and severe biotoxicity. TiO2 photocatalysis displays multifaceted advantages, such as strong oxidizing ability, high chemical stability and photostability, excellent reusability, and low biotoxicity. The chemical reactions started and delivered by TiO2 photocatalysts are well known to be widely used in photocatalytic water-splitting, organic pollutant degradation, and dye-sensitized solar cells. Recently, TiO2 photocatalysis has been demonstrated to possess the unanticipated ability to trigger the transformation of inert C–H bonds for C–C, C–N, C–O, and C–X bond formation under ultraviolet light, sunlight, and even visible-light irradiation at room temperature. A few important organic products, traditionally synthesized in harsh reaction conditions and with specially functionalized group substrates, are continuously reported to be realized by TiO2 photocatalysis with simple starting materials under very mild conditions. This prominent advantage—the capability of utilizing cheap and readily available compounds for highly selective synthesis without prefunctionalized reactants such as organic halides, boronates, silanes, etc.—is attributed to the overwhelmingly powerful photo-induced hole reactivity of TiO2 photocatalysis, which does not require an elevated reaction temperature as in conventional transition-metal catalysis. Such a reaction mechanism, under typically mild conditions, is apparently different from traditional transition-metal catalysis and beyond our insights into the driving forces that transform the C–H bond for C–C bond coupling reactions. This review gives a summary of the recent progress of TiO2 photocatalytic C–H bond activation for C–C coupling reactions and discusses some model examples, especially under visible-light irradiation.

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Section: C-h Activation Available To Convert Simple Molecules Into Dementioning

confidence: 99%

TiO2 Photocatalyzed C–H Bond Transformation for C–C Coupling Reactions

Wang

Liu

et al. 2018

Catalysts

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Formation of Aldehydes and Ketones by Electrophilic Acylation

Larock

Dubrovskiy

Markina

2018

Comprehensive Organic Transformations

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Oxidation‐Induced para‐Selective Formylation of N,N‐Substituted Aniline

et al. 2018

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Selective formylation of aromatic C−H bonds is of great importance, since aromatic aldehydes are valuable synthetic intermediates in organic chemistry. Recently, an impressive progress has been made in this field. However, an effective strategy for the selective formylation of N,N‐substituted anilines is still needed. In this regard, we disclose a novel oxidant‐induced para‐selective formylation of N,N‐substituted aniline towards the synthesis of aromatic aldehydes in this work. Using DDQ as the sole oxidant, various N,N‐substituted anilines could be transformed into the desired formylation products under metal‐free conditions, and the yield is up to 92 %.

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Friedel-Crafts Acylations.

Cited by 3 publications

References 37 publications

TiO2 Photocatalyzed C–H Bond Transformation for C–C Coupling Reactions

TiO2 Photocatalyzed C–H Bond Transformation for C–C Coupling Reactions

Formation of Aldehydes and Ketones by Electrophilic Acylation

Oxidation‐Induced para‐Selective Formylation of N,N‐Substituted Aniline

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