On the mechanism of the photochemical reaction between 1,4-dicyanobenzene and 2,3-dimethylbutene in the presence of nucleophiles

Torriani, Rosangela; Mella, Mariella; Fasani, Elisa; Albini, Angelo

doi:10.1016/s0040-4020(96)01146-5

Cited by 12 publications

(1 citation statement)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The solvent was the first nucleophile considered and alcoholic media (e.g., MeOH, NuH in Scheme 11) were found to be suitable for the preparation of various alkoxylated derivatives. [39,40] In particular, when the reaction was carried out in an MeCN/MeOH 4:1 mixture by using furan as the "olefin," interesting 2,5-dihydro-2-methoxy-5-arylfurans were obtained. [41] Allenes could be used in place of simple alkenes, and irradiation of a 3:1 MeCN/MeOH solution that contained tetramethylallene and TCB gave a 1:1:1 areneallene-methanol adduct in a regioselective fashion.…”

Section: Cn As the Leaving Group (Activation Ofmentioning

confidence: 99%

The Aromatic Carbon–Carbon ipso‐Substitution Reaction

Bonesi

Fagnoni

2010

Chemistry A European J

130

View full text Add to dashboard Cite

The aim of this review is to illustrate what we have dubbed an aromatic carbon-carbon ipso-substitution reaction in which a new Ar-C bond is formed at the expense of another Ar-C bond. The potentiality of several C-based leaving groups including alkyl, carbinol, CN, COOH, and carbonyl groups in arylation reactions will be illustrated accordingly for the preparation of biphenyl-, vinyl-, alkynyl-, and alkyl-substituted aromatics.

show abstract

Section: Cn As the Leaving Group (Activation Ofmentioning

confidence: 99%

The Aromatic Carbon–Carbon ipso‐Substitution Reaction

Bonesi

Fagnoni

2010

Chemistry A European J

130

View full text Add to dashboard Cite

show abstract

Photochemical Generation of Radical Ions

2013

Photochemically‐Generated Intermediates in Synthesis

View full text Add to dashboard Cite

Visible‐Light‐Mediated Aromatic Substitution Reactions of Cyanoarenes with 4‐Alkyl‐1,4‐dihydropyridines through Double Carbon–Carbon Bond Cleavage

et al. 2016

View full text Add to dashboard Cite

Novel aromatic substitution reactions of cyanoarenes with 4‐alkyl‐1,4‐dihydropyridines as alkylating reagents in the presence of a catalytic amount of a photoredox catalyst proceed smoothly to give the corresponding alkyl‐substituted arenes in good to high yields. The present reaction system realizes a novel C−C bond‐forming reaction between two fragments generated from the C−C bond‐cleavage reactions of two independent substrates.

show abstract

On the mechanism of the photochemical reaction between 1,4-dicyanobenzene and 2,3-dimethylbutene in the presence of nucleophiles

Cited by 12 publications

References 25 publications

The Aromatic Carbon–Carbon ipso‐Substitution Reaction

The Aromatic Carbon–Carbon ipso‐Substitution Reaction

Photochemical Generation of Radical Ions

Visible‐Light‐Mediated Aromatic Substitution Reactions of Cyanoarenes with 4‐Alkyl‐1,4‐dihydropyridines through Double Carbon–Carbon Bond Cleavage

Contact Info

Product

Resources

About