Literature DB >> 27086554

Dioxazoles, a new mild nitrene transfer reagent in gold catalysis: highly efficient synthesis of functionalized oxazoles.

Ming Chen1, Ning Sun, Haoyi Chen, Yuanhong Liu.   

Abstract

A gold-catalyzed regioselective [3+2] cycloaddition of ynamides with 1,4,2-dioxazoles was developed and offers a novel approach to obtain highly functionalized oxazoles under mild reaction conditions. 1,4,2-Dioxazole was found to act as an efficient N-acyl nitrene equivalent to trigger a facile generation of α-imino gold-carbene intermediate through the elimination of a ketone.

Entities:  

Year:  2016        PMID: 27086554     DOI: 10.1039/c6cc02776h

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


  7 in total

1.  Gold(I)-Catalyzed Synthesis of 3-Sulfenyl Pyrroles and Indoles by a Regioselective Annulation of Alkynyl Thioethers.

Authors:  Peter E Simm; Prakash Sekar; Jeffery Richardson; Paul W Davies
Journal:  ACS Catal       Date:  2021-05-13       Impact factor: 13.084

2.  Gold-catalyzed [4+3]- and [4+2]-annulations of 3-en-1-ynamides with isoxazoles via novel 6π-electrocyclizations of 3-azahepta trienyl cations.

Authors:  Sovan Sundar Giri; Rai-Shung Liu
Journal:  Chem Sci       Date:  2018-02-19       Impact factor: 9.825

3.  Alkynyl Thioethers in Gold-Catalyzed Annulations To Form Oxazoles.

Authors:  Raju Jannapu Reddy; Matthew P Ball-Jones; Paul W Davies
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-19       Impact factor: 15.336

4.  Dichotomy of platinum(II) and gold(III) carbene intermediates switching from N- to O-selectivity.

Authors:  Hongming Jin; Wen-Yan Tong; Jing Zhang; Matthias Rudolph; Frank Rominger; Xu Shen; Shuanglin Qu; A Stephen K Hashmi
Journal:  Nat Commun       Date:  2022-03-30       Impact factor: 14.919

5.  Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles.

Authors:  Zhenjun Mao; Hao Zeng
Journal:  RSC Adv       Date:  2022-08-31       Impact factor: 4.036

6.  Gold-catalyzed (4 + 2)-annulations between α-alkyl alkenylgold carbenes and benzisoxazoles with reactive alkyl groups.

Authors:  Bhanudas Dattatray Mokar; Prakash D Jadhav; Y B Pandit; Rai-Shung Liu
Journal:  Chem Sci       Date:  2018-04-23       Impact factor: 9.825

7.  Acyl Migration versus Epoxidation in Gold Catalysis: Facile, Switchable, and Atom-Economic Synthesis of Acylindoles and Quinoline Derivatives.

Authors:  Xianhai Tian; Lina Song; Kaveh Farshadfar; Matthias Rudolph; Frank Rominger; Thomas Oeser; Alireza Ariafard; A Stephen K Hashmi
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-26       Impact factor: 15.336

  7 in total

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