Related Experiment Video
Updated: Apr 27, 2026
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Synthesis of thyminyl stilbazoles and their photo-reactivity
Priscilla Johnston1, Yuki Nishikami, Kei Saito
1School of Chemistry, Monash University, VIC 3800, Australia. kei.saito@monash.edu.
Abstract:
Photo-reactions of molecules with two [2π + 2π]-cycloaddition sites in the solid state are reported. Four thyminyl stilbazoles having both a stilbazole olefin and a thyminyl olefin were synthesized using the Heck reaction of halo-pyridine substrates with vinylbenzyl thymine or methylated vinylbenzylthymine. Only one of them, methylated vinylbenzylthymine with 4-pyridine, was photoreactive and formed a head-to-tail stilbazole dimer. The crystal structures of thyminyl stilbazoles and the stilbazole dimer were used to investigate the structure-reactivity relationships.
More Related Videos
Related Concept Videos
Cycloaddition Reactions: MO Requirements for Photochemical Activation
Preparation and Reactions of Sulfides
Preparation and Reactions of Thiols
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

