Literature DB >> 20205371

Gold-catalyzed intermolecular hydrophenoxylation of unactivated internal alkynes.

Malleswara Rao Kuram1, M Bhanuchandra, Akhila K Sahoo.   

Abstract

A general and simple strategy for the synthesis of functionally diverse arylvinyl ethers is reported through gold-catalyzed intermolecular addition of electronically and sterically substituted phenols with unactivated alkynes. Addition of phenols to unsymmetrical alkynes provides the corresponding mixture of regioisomers with appreciable selectivity. Multiple hydrophenoxylations of polyphenols with diphenylacetylene are demonstrated successfully.

Entities:  

Year:  2010        PMID: 20205371     DOI: 10.1021/jo1000143

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  7 in total

1.  Synthesis of an electron-rich KITPHOS monophosphine, preparation of derived metal complexes and applications in catalysis.

Authors:  Simon Doherty; Catherine H Smyth; Julian G Knight; Stephen A K Hashmi
Journal:  Nat Protoc       Date:  2012-09-20       Impact factor: 13.491

Review 2.  Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges.

Authors:  Imtiaz Khan; Aliya Ibrar; Sumera Zaib
Journal:  Top Curr Chem (Cham)       Date:  2021-01-05

3.  Acid, silver, and solvent-free gold-catalyzed hydrophenoxylation of internal alkynes.

Authors:  Marcia E Richard; Daniel V Fraccica; Kevin J Garcia; Erica J Miller; Rosa M Ciccarelli; Erin C Holahan; Victoria L Resh; Aakash Shah; Peter M Findeis; Robert A Stockland
Journal:  Beilstein J Org Chem       Date:  2013-10-02       Impact factor: 2.883

4.  A mild synthesis of new aryl vinyl ethers and diethyl 1-[(alkyl)(cyano)methyl]vinylphosphonates via the substitution of a 2,3-difunctional allyl bromide.

Authors:  Asma Fray; Jihène Ben Kraïem; Aïcha Arfaoui; Hassen Amri
Journal:  ScientificWorldJournal       Date:  2014-02-12

5.  Stereoselective Gold(I)-Catalyzed Intermolecular Hydroalkoxlation of Alkynes.

Authors:  Richard M P Veenboer; Stéphanie Dupuy; Steven P Nolan
Journal:  ACS Catal       Date:  2015-01-21       Impact factor: 13.084

6.  Ambient gold-catalyzed O-vinylation of cyclic 1,3-diketone: A vinyl ether synthesis.

Authors:  Yumeng Xi; Boliang Dong; Xiaodong Shi
Journal:  Beilstein J Org Chem       Date:  2013-11-18       Impact factor: 2.883

7.  Scope and limitations of the dual-gold-catalysed hydrophenoxylation of alkynes.

Authors:  Adrián Gómez-Suárez; Yoshihiro Oonishi; Anthony R Martin; Steven P Nolan
Journal:  Beilstein J Org Chem       Date:  2016-02-01       Impact factor: 2.883

  7 in total

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