Literature DB >> 27508401

Air-Driven Potassium Iodide-Mediated Oxidative Photocyclization of Stilbene Derivatives.

Tomoya Matsushima1,2, Sayaka Kobayashi1, Soichiro Watanabe1,2.   

Abstract

A new method has been developed for the potassium iodide-mediated oxidative photocyclization of stilbene derivatives. Compared with conventional iodine-mediated oxidative photocyclization reactions, this new method requires shorter reaction times and affords cyclized products in yields of 45-97%. This reaction proceeds with a catalytic amount of potassium iodide and works in an air-driven manner without the addition of an external scavenger. The radical-mediated oxidative photocyclization of stilbene derivatives using TEMPO was also investigated.

Entities:  

Year:  2016        PMID: 27508401     DOI: 10.1021/acs.joc.6b01450

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Triple Helicene Cage: Three-Dimensional π-Conjugated Chiral Cage with Six [5]Helicene Units.

Authors:  Tomoya Matsushima; Shoko Kikkawa; Isao Azumaya; Soichiro Watanabe
Journal:  ChemistryOpen       Date:  2018-02-16       Impact factor: 2.911

2.  Stabilising fleeting intermediates of stilbene photocyclization with amino-borane functionalisation: the rare isolation of persistent dihydrophenanthrenes and their [1,5] H-shift isomers.

Authors:  Yong-Gang Shi; Soren K Mellerup; Kang Yuan; Guo-Fei Hu; Francoise Sauriol; Tai Peng; Nan Wang; Pangkuan Chen; Suning Wang
Journal:  Chem Sci       Date:  2018-03-27       Impact factor: 9.825

3.  Oxidative Photocyclization of Aromatic Schiff Bases in Synthesis of Phenanthridines and Other Aza-PAHs.

Authors:  Martin Kos; Jaroslav Žádný; Jan Storch; Vladimír Církva; Petra Cuřínová; Jan Sýkora; Ivana Císařová; Febin Kuriakose; Igor V Alabugin
Journal:  Int J Mol Sci       Date:  2020-08-15       Impact factor: 5.923

4.  Breaking the bottleneck: stilbene as a model compound for optimizing 6π e- photocyclization efficiency.

Authors:  Joshua Seylar; Dmytro Stasiouk; Davide L Simone; Vikas Varshney; James E Heckler; Ruel McKenzie
Journal:  RSC Adv       Date:  2021-02-05       Impact factor: 3.361

5.  Helical nanostructures for organic electronics: the role of topological sulfur in ad hoc synthesized dithia[7]helicenes studied in the solid state and on a gold surface.

Authors:  Bianca C Baciu; Tamara de Ara; Carlos Sabater; Carlos Untiedt; Albert Guijarro
Journal:  Nanoscale Adv       Date:  2020-03-16
  5 in total

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