Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions

Yang, Yuming; Yan, Wei; Hu, Hanwei; Luo, Yimin; Tang, Zhen‐Yu; Luo, Zhen

doi:10.1021/acs.joc.1c01290

Cited by 7 publications

(2 citation statements)

References 84 publications

(87 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The photoredox version of the classical Sandmeyer-type halogenation was realised by Tang and Luo (Scheme 19). 82 They reported a facile conversion of anilines into acetates through the photoinduced generation of (hetero)aryl radicals using an excess of t-BuONO and simple diacetyl as a photosensitiser/trapping agent (Scheme 19a). More than 40 (hetero)aryl acetates were obtained this way with high functional group tolerance and moderate to good yields (Scheme 19b).…”

Section: Photochemistrymentioning

confidence: 99%

Modern Photo- and Electrochemical Approaches to Aryl Radical Generation

Grudzień,

Zlobin,

Zadworny

et al. 2024

Preprint

View full text Add to dashboard Cite

Aryl rings appear in a plethora of natural products or drugs. A vast majority of arylation processes still rely on the utilization of transition-metal complexes as catalysts. Another important strategy for introducing aryl rings into an organic skeleton operate through a radical pathway. The chemistry of aryl radicals has witnessed rapid development during the last century, especially as these species are crucial intermediates in many synthetically-meaningful organic transformations, such as the Sandmeyer or Pschorr reactions. Predominately, they are prepared employing conventional redox reagents (oxidants or reductans) that are often used in large excess. In turn, recent developments in photocatalysis and synthetic electrochemistry allow for the assembly of Ar• species in a more sustainable and straightforward way, however, these advancements have not been timely and critically summarised so far. This Review fills this obvious gap and sum up recent advances in processes involving Ar• by highlighting some challenges and identifying potential areas of improvement, which might inspire future research endeavors in this topic.

show abstract

Section: Photochemistrymentioning

confidence: 99%

Modern Photo- and Electrochemical Approaches to Aryl Radical Generation

Grudzień,

Zlobin,

Zadworny

et al. 2024

Preprint

View full text Add to dashboard Cite

show abstract

“…11,12 Our group has long standing interests in developing photo-induced radical functionalization reactions. 13 Based on our previous experience, we hypothesized that a diarylsulfide reagent should be capable of accepting an electron to form the corresponding radical cation, which leads to mesolytic cleavage of the sulfide–sulfoximine bond to generate a sulfoximidoyl radical (Fig. 1c).…”

mentioning

confidence: 99%