Literature DB >> 27263976

(Hetero)aromatics from dienynes, enediynes and enyne-allenes.

Carlotta Raviola1, Stefano Protti, Davide Ravelli, Maurizio Fagnoni.   

Abstract

The construction of aromatic rings has become a key objective for organic chemists. While several strategies have been developed for the functionalization of pre-formed aromatic rings, the direct construction of an aromatic core starting from polyunsaturated systems is yet a less explored field. The potential of such reactions in the formation of aromatics increased at a regular pace in the last few years. Nowadays, there are reliable and well-established procedures to prepare polyenic derivatives, such as dienynes, enediynes, enyne-allenes and hetero-analogues. This has stimulated their use in the development of innovative cycloaromatizations. Different examples have recently emerged, suggesting large potential of this strategy in the preparation of (hetero)aromatics. Accordingly, this review highlights the recent advancements in this field and describes the different conditions exploited to trigger the process, including thermal and photochemical activation, as well as the use of transition metal catalysis and the addition of electrophiles/nucleophiles or radical species.

Entities:  

Year:  2016        PMID: 27263976     DOI: 10.1039/c6cs00128a

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  6 in total

1.  Palladium-catalysed construction of butafulvenes.

Authors:  Xin Huang; Bing-Zhi Chen; Pengbin Li; Ding-Wei Ji; Jinxian Liu; Hao Zheng; Sa-Na Yang; Yan-Cheng Hu; Boshun Wan; Xiang-Ping Hu; Chunling Fu; Yankai Huang; Jian Zheng; Qing-An Chen; Shengming Ma
Journal:  Nat Chem       Date:  2022-08-18       Impact factor: 24.274

2.  Aryl-Cl vs heteroatom-Si bond cleavage on the route to the photochemical generation of σ,π-heterodiradicals.

Authors:  Lorenzo Di Terlizzi; Francesca Roncari; Stefano Crespi; Stefano Protti; Maurizio Fagnoni
Journal:  Photochem Photobiol Sci       Date:  2021-11-13       Impact factor: 4.328

3.  Diradicals Photogeneration from Chloroaryl-Substituted Carboxylic Acids.

Authors:  Lorenzo Di Terlizzi; Stefano Protti; Davide Ravelli; Maurizio Fagnoni
Journal:  Chemistry       Date:  2022-03-30       Impact factor: 5.020

4.  Rhodium-catalysed tetradehydro-Diels-Alder reactions of enediynes via a rhodium-stabilized cyclic allene.

Authors:  Srinivas Thadkapally; Kaveh Farshadfar; Melanie A Drew; Christopher Richardson; Alireza Ariafard; Stephen G Pyne; Christopher J T Hyland
Journal:  Chem Sci       Date:  2020-09-04       Impact factor: 9.825

5.  Efficient Palladium-Catalyzed Aerobic Arylative Carbocyclization of Enallenynes.

Authors:  Jie Liu; Alexander Ricke; Bin Yang; Jan-E Bäckvall
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-20       Impact factor: 15.336

6.  Gold(I)-Catalyzed Aromatization: Expeditious Synthesis of Polyfunctionalized Naphthalenes.

Authors:  Cheng Zhang; Kemiao Hong; Shanliang Dong; Chao Pei; Xiaolu Zhang; Ciwang He; Wenhao Hu; Xinfang Xu
Journal:  iScience       Date:  2019-10-25
  6 in total

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