Literature DB >> 18636742

Convergent and rapid assembly of substituted 2-pyridones through formation of N-alkenyl alkynylamides followed by gold-catalyzed cycloisomerization.

Hidetomo Imase1, Keiichi Noguchi, Masao Hirano, Ken Tanaka.   

Abstract

A new method for the convergent and rapid assembly of substituted 2-pyridones was developed through the formation of N-alkenyl alkynylamides (amide-linked 1,5-enynes) by N-acylation of imines with alkynoyl chlorides and the subsequent cationic Au(I)/PPh 3-catalyzed cycloisomerization.

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Year:  2008        PMID: 18636742     DOI: 10.1021/ol801466f

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


  8 in total

1.  Cationic gold(I) axially chiral biaryl bisphosphine complex-catalyzed atropselective synthesis of heterobiaryls.

Authors:  Tetsuro Shibuya; Kyosuke Nakamura; Ken Tanaka
Journal:  Beilstein J Org Chem       Date:  2011-07-06       Impact factor: 2.883

2.  Syntheses of α-pyrones using gold-catalyzed coupling reactions.

Authors:  Tuoping Luo; Mingji Dai; Shao-Liang Zheng; Stuart L Schreiber
Journal:  Org Lett       Date:  2011-05-02       Impact factor: 6.005

3.  Recent advances in the gold-catalyzed additions to C-C multiple bonds.

Authors:  He Huang; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2011-07-04       Impact factor: 2.883

4.  Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity.

Authors:  Ruth Dorel; Antonio M Echavarren
Journal:  Chem Rev       Date:  2015-04-06       Impact factor: 60.622

5.  Rhodium-NHC-Catalyzed gem-Specific O-Selective Hydropyridonation of Terminal Alkynes.

Authors:  María Galiana-Cameo; Raúl Romeo; Asier Urriolabeitia; Vincenzo Passarelli; Jesús J Pérez-Torrente; Victor Polo; Ricardo Castarlenas
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-19       Impact factor: 16.823

6.  Gold(I)-catalyzed coupling reactions for the synthesis of diverse small molecules using the build/couple/pair strategy.

Authors:  Tuoping Luo; Stuart L Schreiber
Journal:  J Am Chem Soc       Date:  2009-04-22       Impact factor: 15.419

7.  Combining the Ugi-azide multicomponent reaction and rhodium(III)-catalyzed annulation for the synthesis of tetrazole-isoquinolone/pyridone hybrids.

Authors:  Gerardo M Ojeda; Prabhat Ranjan; Pavel Fedoseev; Lisandra Amable; Upendra K Sharma; Daniel G Rivera; Erik V Van der Eycken
Journal:  Beilstein J Org Chem       Date:  2019-10-16       Impact factor: 2.883

8.  Rhodium(i)-catalyzed C6-selective C-H alkenylation and polyenylation of 2-pyridones with alkenyl and conjugated polyenyl carboxylic acids.

Authors:  Haoqiang Zhao; Xin Xu; Zhenli Luo; Lei Cao; Bohan Li; Huanrong Li; Lijin Xu; Qinghua Fan; Patrick J Walsh
Journal:  Chem Sci       Date:  2019-09-09       Impact factor: 9.825

  8 in total

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