Literature DB >> 21938275

1,2-Benzoquinones in Diels-Alder reactions, dipolar cycloadditions, nucleophilic additions, multicomponent reactions and more.

Vijay Nair1, Rajeev S Menon, Akkattu T Biju, K G Abhilash.   

Abstract

A brief account of the recent developments in the chemistry of 1,2-benzoquinones is presented in this tutorial review. The title compounds exhibit commendable versatility in both Diels-Alder and dipolar cycloaddition reactions. They have also been employed as electrophilic reaction partners in nucleophile-triggered catalytic processes and related multicomponent reactions. These, along with other reactions described here, lead to the synthesis of densely functionalised carbocyclic and heterocyclic frameworks that are otherwise difficult to access. This journal is © The Royal Society of Chemistry 2012

Entities:  

Year:  2011        PMID: 21938275     DOI: 10.1039/c1cs15186j

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


  7 in total

1.  Unified biomimetic assembly of voacalgine A and bipleiophylline via divergent oxidative couplings.

Authors:  David Lachkar; Natacha Denizot; Guillaume Bernadat; Kadiria Ahamada; Mehdi A Beniddir; Vincent Dumontet; Jean-François Gallard; Régis Guillot; Karine Leblanc; Elvis Otogo N'nang; Victor Turpin; Cyrille Kouklovsky; Erwan Poupon; Laurent Evanno; Guillaume Vincent
Journal:  Nat Chem       Date:  2017-02-27       Impact factor: 24.427

2.  Mechanistic study of the biomimetic synthesis of flavonolignan diastereoisomers in milk thistle.

Authors:  Hanan S Althagafy; Maria Elena Meza-Aviña; Nicholas H Oberlies; Mitchell P Croatt
Journal:  J Org Chem       Date:  2013-07-22       Impact factor: 4.354

3.  A new paradigm for designing ring construction strategies for green organic synthesis: implications for the discovery of multicomponent reactions to build molecules containing a single ring.

Authors:  John Andraos
Journal:  Beilstein J Org Chem       Date:  2016-11-16       Impact factor: 2.883

4.  2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane as a useful precursor to 2,3-dimethylene-1,4-dioxane for [4+2] cycloaddition reaction.

Authors:  Makoto Shimizu; Toshihiro Yamamoto; Hiroaki Shindo; Isao Mizota; Yusong Zhu
Journal:  RSC Adv       Date:  2021-02-18       Impact factor: 3.361

5.  Dual C-H activation: Rh(iii)-catalyzed cascade π-extended annulation of 2-arylindole with benzoquinone.

Authors:  Qijing Zhang; Qianrong Li; Chengming Wang
Journal:  RSC Adv       Date:  2021-04-07       Impact factor: 3.361

6.  Recent Advances in the Selective Oxidative Dearomatization of Phenols to o-Quinones and o-Quinols with Hypervalent Iodine Reagents.

Authors:  Xiao Xiao; Sarah E Wengryniuk
Journal:  Synlett       Date:  2021-01-14       Impact factor: 2.454

Review 7.  Chemical Reactivities of ortho-Quinones Produced in Living Organisms: Fate of Quinonoid Products Formed by Tyrosinase and Phenoloxidase Action on Phenols and Catechols.

Authors:  Shosuke Ito; Manickam Sugumaran; Kazumasa Wakamatsu
Journal:  Int J Mol Sci       Date:  2020-08-24       Impact factor: 5.923

  7 in total

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