Literature DB >> 20936849

Gold-catalyzed cascade cyclization-oxidative alkynylation of allenoates.

Matthew N Hopkinson1, Jonathan E Ross, Guy T Giuffredi, Antony D Gee, Véronique Gouverneur.   

Abstract

A gold(I)-catalyzed cascade cyclization-oxidative cross-coupling process has been applied to prepare β-alkynyl-γ-butenolides directly from allenoates and various terminal alkynes. Following an initial gold-catalyzed C-O bond forming allenoate cyclization, a mechanism based on a Au(I)/Au(III) redox cycle has been proposed with Selectfluor acting as the external oxidant.

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Year:  2010        PMID： 20936849     DOI： 10.1021/ol102061k

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


  9 in total

1.  Two metals are better than one in the gold catalyzed oxidative heteroarylation of alkenes.

Authors:  Ekaterina Tkatchouk; Neal P Mankad; Diego Benitez; William A Goddard; F Dean Toste
Journal:  J Am Chem Soc       Date:  2011-08-23       Impact factor: 15.419

2.  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

Review 3.  Homogeneous Gold-Catalyzed Oxidation Reactions.

Authors:  Zhitong Zheng; Xu Ma; Xinpeng Cheng; Ke Zhao; Kaylaa Gutman; Tianyou Li; Liming Zhang
Journal:  Chem Rev       Date:  2021-02-16       Impact factor: 72.087

4.  A dual catalytic strategy for carbon-phosphorus cross-coupling via gold and photoredox catalysis.

Authors:  Ying He; Hongmiao Wu; F Dean Toste
Journal:  Chem Sci       Date:  2015-02       Impact factor: 9.825

5.  Pyridylidene ligand facilitates gold-catalyzed oxidative C-H arylation of heterocycles.

Authors:  Kazuhiro Hata; Hideto Ito; Yasutomo Segawa; Kenichiro Itami
Journal:  Beilstein J Org Chem       Date:  2015-12-28       Impact factor: 2.883

Review 6.  Recent Advances in the Application of Selectfluor™ F-TEDA-BF4 as a Versatile Mediator or Catalyst in Organic Synthesis.

Authors:  Stojan Stavber
Journal:  Molecules       Date:  2011-07-29       Impact factor: 4.411

7.  Oxidant speciation and anionic ligand effects in the gold-catalyzed oxidative coupling of arenes and alkynes.

Authors:  Manuel Hofer; Teresa de Haro; Enrique Gómez-Bengoa; Alexandre Genoux; Cristina Nevado
Journal:  Chem Sci       Date:  2019-07-31       Impact factor: 9.825

8.  Dual gold/photoredox-catalyzed C(sp)-H arylation of terminal alkynes with diazonium salts.

Authors:  Adrian Tlahuext-Aca; Matthew N Hopkinson; Basudev Sahoo; Frank Glorius
Journal:  Chem Sci       Date:  2015-10-08       Impact factor: 9.825

9.  Nucleophile promoted gold redox catalysis with diazonium salts: C-Br, C-S and C-P bond formation through catalytic Sandmeyer coupling.

Authors:  Haihui Peng; Rong Cai; Chang Xu; Hao Chen; Xiaodong Shi
Journal:  Chem Sci       Date:  2016-06-10       Impact factor: 9.825
  9 in total

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