Literature DB >> 30807195

N-Pyridinyl Sulfilimines as a Source for α-Imino Gold Carbenes: Access to 2-Amino-Substituted N-Fused Imidazoles.

Xianhai Tian1, Lina Song1, Matthias Rudolph1, Qian Wang1, Xinlong Song1, Frank Rominger1, A Stephen K Hashmi1,2.   

Abstract

Gold-catalyzed formal 1,3-dipolar annulation between readily accessible N-pyridinylsulfilimines and ynamides is reported. A diverse set of imidazole derivatives is prepared from the corresponding sulfilimines and ynamides. These functionalized cyclic products can undergo further transformations to afford diverse imidazole frameworks. Moreover, in situ synthesis is feasible and shows good potential in the synthesis of nucleoside analogues.

Entities:  

Year:  2019        PMID: 30807195     DOI: 10.1021/acs.orglett.9b00140

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  AgNTf2-catalyzed formal [3 + 2] cycloaddition of ynamides with unprotected isoxazol-5-amines: efficient access to functionalized 5-amino-1H-pyrrole-3-carboxamide derivatives.

Authors:  Ziping Cao; Jiekun Zhu; Li Liu; Yuanling Pang; Laijin Tian; Xuejun Sun; Xin Meng
Journal:  Beilstein J Org Chem       Date:  2019-11-04       Impact factor: 2.883

2.  Direct oxidation of N-ynylsulfonamides into N-sulfonyloxoacetamides with DMSO as a nucleophilic oxidant.

Authors:  Jun Dong; Duo Fu; Dongning Sheng; Jiayi Wang; Jiaxi Xu
Journal:  RSC Adv       Date:  2021-12-20       Impact factor: 4.036

3.  Synthesis of Carbazoles and Related Heterocycles from Sulfilimines by Intramolecular C-H Aminations.

Authors:  Xianhai Tian; Lina Song; A Stephen K Hashmi
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-02       Impact factor: 15.336

4.  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

  4 in total

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