Literature DB >> 22892543

Recent developments in copper-catalyzed reactions of diazo compounds.

Xia Zhao1, Yan Zhang, Jianbo Wang.   

Abstract

Copper-catalyzed reaction of diazo compounds generates copper carbene intermediates that undergo diverse transformations. In recent years, the selectivity and efficiency of these important conversions have been further improved. In particular, breakthroughs have been made in catalytic asymmetric polar X-H bond insertion reactions. Moreover, novel transformations based on copper carbene, namely copper-catalyzed cross-couplings of diazo compounds, have emerged as powerful methods for carbon-carbon bond formations. This feature article summarizes the most recent developments in this area.

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Year:  2012        PMID: 22892543     DOI: 10.1039/c2cc34406h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  16 in total

1.  A new reactivity mode for the diazo group: diastereoselective 1,3-aminoalkylation reaction of β-amino-α-diazoesters to give triazolines.

Authors:  Alexey Kuznetsov; Anton V Gulevich; Donald J Wink; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-01       Impact factor: 15.336

Review 2.  Recent advances on the transition-metal-catalyzed synthesis of imidazopyridines: an updated coverage.

Authors:  Gagandeep Kour Reen; Ashok Kumar; Pratibha Sharma
Journal:  Beilstein J Org Chem       Date:  2019-07-19       Impact factor: 2.883

3.  "Sandwich" Diimine-Copper Catalysts for C-H Functionalization by Carbene Insertion.

Authors:  Kristine Klimovica; Julius X Heidlas; Irvin Romero; Thanh V Le; Olafs Daugulis
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-10       Impact factor: 16.823

4.  Pyridine group assisted addition of diazo-compounds to imines in the 3-CC reaction of 2-aminopyridines, aldehydes, and diazo-compounds.

Authors:  Anton V Gulevich; Victoria Helan; Donald J Wink; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2013-02-01       Impact factor: 6.005

5.  Copper-catalyzed direct transformation of simple alkynes to alkenyl nitriles via aerobic oxidative N-incorporation.

Authors:  Xiaoqiang Huang; Xinyao Li; Ning Jiao
Journal:  Chem Sci       Date:  2015-07-20       Impact factor: 9.825

Review 6.  Recent Advances in Enantioselective Photochemical Reactions of Stabilized Diazo Compounds.

Authors:  Ting-Bi Hua; Qing-Qing Yang; You-Quan Zou
Journal:  Molecules       Date:  2019-09-02       Impact factor: 4.411

7.  Nucleophilic (Radio)Fluorination of α-Diazocarbonyl Compounds Enabled by Copper-Catalyzed H-F Insertion.

Authors:  Erin E Gray; Matthew K Nielsen; Kimberly A Choquette; Julia A Kalow; Thomas J A Graham; Abigail G Doyle
Journal:  J Am Chem Soc       Date:  2016-08-17       Impact factor: 15.419

8.  Catalyst-Controlled Regiodivergence in Rearrangements of Indole-Based Onium Ylides.

Authors:  Vaishnavi N Nair; Volga Kojasoy; Croix J Laconsay; Wang Yeuk Kong; Dean J Tantillo; Uttam K Tambar
Journal:  J Am Chem Soc       Date:  2021-06-14       Impact factor: 16.383

9.  Iodine-catalyzed diazo activation to access radical reactivity.

Authors:  Pan Li; Jingjing Zhao; Lijun Shi; Jin Wang; Xiaodong Shi; Fuwei Li
Journal:  Nat Commun       Date:  2018-05-17       Impact factor: 14.919

10.  Catalyst-Dependent Chemoselectivity in the Dirhodium-Catalyzed Cyclization Reactions Between Enodiazoacetamide and Nitrosoarene: A Theoretical Study.

Authors:  Yan Zhang; Yongsheng Yang; Ruyu Zhu; Xingyu Wang; Ying Xue
Journal:  Front Chem       Date:  2019-08-23       Impact factor: 5.221

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