Literature DB >> 26158487

A Copper-Catalyzed Formal [3 + 2]-Cycloaddition for the Synthesis of All Different Aryl-Substituted Furans and Thiophenes.

Shingo Ishikawa1, Yushi Noda1, Masaru Wada1, Takashi Nishikata1.   

Abstract

A highly efficient formal [3 + 2]-cycloaddition was established using a copper catalyst. The resulting dihydrofurans were subjected to oxidation followed by arylations to produce tetraarylfurans. In addition, the dihydrofuran can be converted to diaryldihydrothiophene by using Lawesson's reagent. This protocol will facilitate the synthesis of all different aryl-substituted furans and thiophenes.

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Year:  2015        PMID: 26158487     DOI: 10.1021/acs.joc.5b01139

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


  3 in total

1.  Copper-catalyzed formylation of alkenyl C-H bonds using BrCHCl2 as a stoichiometric formylating reagent.

Authors:  Yan Bao; Gao-Yin Wang; Ya-Xuan Zhang; Kang-Jie Bian; Xi-Sheng Wang
Journal:  Chem Sci       Date:  2018-02-14       Impact factor: 9.825

Review 2.  Recent developments in copper-catalyzed radical alkylations of electron-rich π-systems.

Authors:  Kirk W Shimkin; Donald A Watson
Journal:  Beilstein J Org Chem       Date:  2015-11-23       Impact factor: 2.883

Review 3.  Recent strategies in the synthesis of thiophene derivatives: highlights from the 2012-2020 literature.

Authors:  Fahimeh Abedinifar; Elham Babazadeh Rezaei; Mahmood Biglar; Bagher Larijani; Halleh Hamedifar; Samira Ansari; Mohammad Mahdavi
Journal:  Mol Divers       Date:  2020-07-30       Impact factor: 2.943

  3 in total

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