Literature DB >> 29303167

Rhodium(iii)-catalyzed chemodivergent annulations between N-methoxybenzamides and sulfoxonium ylides via C-H activation.

Youwei Xu1, Guangfan Zheng, Xifa Yang, Xingwei Li.   

Abstract

Chemodivergent and redox-neutral annulations between N-methoxybenzamides and sulfoxonium ylides have been realized via Rh(iii)-catalyzed C-H activation. The sulfoxonium ylide acts as a carbene precursor, and coupling occurs under acid-controlled conditions, where Zn(OTf)2 and PivOH promote chemodivergent cyclizations.

Entities:  

Year:  2018        PMID： 29303167     DOI： 10.1039/c7cc07753j

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


  12 in total

1.  Rhodium(III)-catalyzed C-H functionalization of C-alkenyl azoles with sulfoxonium ylides for the synthesis of bridgehead N-fused [5,6]-bicyclic heterocycles.

Authors:  Gia L Hoang; Jonathan A Ellman
Journal:  Tetrahedron       Date:  2018-03-31       Impact factor: 2.457

2.  Three-Component Coupling of Aldehydes, Aminopyrazoles, and Sulfoxonium Ylides via Rhodium(III)-Catalyzed Imidoyl C-H Activation: Synthesis of Pyrazolo[1,5- a]pyrimidines.

Authors:  Gia L Hoang; Andrew D Streit; Jonathan A Ellman
Journal:  J Org Chem       Date:  2018-12-10       Impact factor: 4.354

3.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

4.  Rhodium(III)-Catalyzed Imidoyl C-H Activation for Annulations to Azolopyrimidines.

Authors:  Kim Søholm Halskov; Michael R Witten; Gia L Hoang; Brandon Q Mercado; Jonathan A Ellman
Journal:  Org Lett       Date:  2018-03-27       Impact factor: 6.005

5.  RhIII-Catalyzed Synthesis of Isoquinolones and 2-Pyridones via Annulation of N-Methoxyamides and Nitroalkenes.

Authors:  Tyler J Potter; Yuantao Li; Michael D Ward; Jonathan A Ellman
Journal:  European J Org Chem       Date:  2018-06-11

6.  A Catalytic Cross-Olefination of Diazo Compounds with Sulfoxonium Ylides.

Authors:  James D Neuhaus; Adriano Bauer; Alexandre Pinto; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-08       Impact factor: 15.336

7.  Base-Promoted Chemodivergent Formation of 1,4-Benzoxazepin-5(4H)-ones and 1,3-Benzoxazin-4(4H)-ones Switched by Solvents.

Authors:  Qian Chen; Yunpeng Wang; Ruimao Hua
Journal:  Molecules       Date:  2019-10-19       Impact factor: 4.411

8.  Rhodium(iii)-catalyzed annulation of enamides with sulfoxonium ylides toward isoquinolines.

Authors:  Chao Hong; Shuling Yu; Zhanxiang Liu; Yuhong Zhang
Journal:  RSC Adv       Date:  2021-03-19       Impact factor: 3.361

9.  Chemospecific Cyclizations of α-Carbonyl Sulfoxonium Ylides on Aryls and Heteroaryls.

Authors:  Daniel Clare; Benjamin C Dobson; Phillip A Inglesby; Christophe Aïssa
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-24       Impact factor: 15.336

10.  Ruthenium(II)-Catalyzed Homocoupling of α-Carbonyl Sulfoxonium Ylides Under Mild Conditions: Methodology Development and Mechanistic DFT Study.

Authors:  Maosheng Zhang; Jinrong Zhang; Zhenfang Teng; Jianhui Chen; Yuanzhi Xia
Journal:  Front Chem       Date:  2020-09-16       Impact factor: 5.221
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