Literature DB >> 23039199

Visible light photocatalytic synthesis of benzothiophenes.

Durga Prasad Hari1, Thea Hering, Burkhard König.   

Abstract

The photocatalytic reaction of o-methylthio-arenediazonium salts with alkynes yields substituted benzothiophenes regioselectively through a radical annulation process. Green light irradiation of eosin Y initiates the photoredox catalysis. The scope of the reaction was investigated by using various substituted diazonium salts and different alkynes.

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Year:  2012        PMID: 23039199     DOI: 10.1021/ol302517n

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  17 in total

Review 1.  Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Authors:  Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal:  Chem Rev       Date:  2013-03-19       Impact factor: 60.622

2.  Synthesis of Benzo[b]thiophenes via Electrophilic Sulfur Mediated Cyclization of Alkynylthioanisoles.

Authors:  Zahra Alikhani; Alyssa G Albertson; Christopher A Walter; Prerna J Masih; Tanay Kesharwani
Journal:  J Org Chem       Date:  2022-04-18       Impact factor: 4.198

3.  Catalytic Radical Domino Reactions in Organic Synthesis.

Authors:  Leanne J Sebren; James J Devery; Corey R J Stephenson
Journal:  ACS Catal       Date:  2014-02-07       Impact factor: 13.084

4.  Photocatalytic surface patterning of cellulose using diazonium salts and visible light.

Authors:  Peter Schroll; Charlie Fehl; Stephan Dankesreiter; Burkhard König
Journal:  Org Biomol Chem       Date:  2013-08-21       Impact factor: 3.876

5.  Three-Component Azidation of Styrene-Type Double Bonds: Light-Switchable Behavior of a Copper Photoredox Catalyst.

Authors:  Gabriele Fumagalli; Pauline T G Rabet; Scott Boyd; Michael F Greaney
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-26       Impact factor: 15.336

6.  One-step synthesis of benzo[b]thiophenes by aryne reaction with alkynyl sulfides.

Authors:  Tsubasa Matsuzawa; Takamitsu Hosoya; Suguru Yoshida
Journal:  Chem Sci       Date:  2020-09-01       Impact factor: 9.825

7.  Dual visible light photoredox and gold-catalyzed arylative ring expansion.

Authors:  Xing-zhong Shu; Miao Zhang; Ying He; Heinz Frei; F Dean Toste
Journal:  J Am Chem Soc       Date:  2014-04-14       Impact factor: 15.419

8.  Direct Arylation of Benzo[b]furan and Other Benzo-Fused Heterocycles.

Authors:  Toan Dao-Huy; Maximilian Haider; Fabian Glatz; Michael Schnürch; Marko D Mihovilovic
Journal:  European J Org Chem       Date:  2014-11-17

9.  Visible-light photoredox catalyzed synthesis of pyrroloisoquinolines via organocatalytic oxidation/[3 + 2] cycloaddition/oxidative aromatization reaction cascade with Rose Bengal.

Authors:  Carlos Vila; Jonathan Lau; Magnus Rueping
Journal:  Beilstein J Org Chem       Date:  2014-05-27       Impact factor: 2.883

10.  On the mechanism of photocatalytic reactions with eosin Y.

Authors:  Michal Majek; Fabiana Filace; Axel Jacobi von Wangelin
Journal:  Beilstein J Org Chem       Date:  2014-04-30       Impact factor: 2.883

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