Literature DB >> 18681406

Silver-catalyzed one-pot synthesis of arylnaphthalene lactones.

Nicolas Eghbali1, Jennifer Eddy, Paul T Anastas.   

Abstract

Arylnaphthalene lignan lactones are valuable natural products with promising anticancer and antiviral properties. In an effort to simplify their synthesis, we investigated a one-pot multicomponent coupling reaction between phenylacetylene, carbon dioxide, and 3-bromo-1-phenyl-1-propyne. After the corresponding 1,6-diyne was generated in situ, cyclization afforded the desired product. The level of regioselectivity was enhanced through the tuning of electronic properties. The use of cinnamyl bromide which led to the formation of a 1,6-enyne intermediate was also studied.

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Year:  2008        PMID: 18681406     DOI: 10.1021/jo801213m

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


  3 in total

1.  Development of Magnesium Oxide-Silver Hybrid Nanocatalysts for Synergistic Carbon Dioxide Activation to Afford Esters and Heterocycles at Ambient Pressure.

Authors:  Upasana Gulati; U Chinna Rajesh; Diwan S Rawat; Jeffrey M Zaleski
Journal:  Green Chem       Date:  2020-03-24       Impact factor: 10.182

Review 2.  Arylnaphthalene lactone analogues: synthesis and development as excellent biological candidates for future drug discovery.

Authors:  Chuang Zhao; K P Rakesh; Saira Mumtaz; Balakrishna Moku; Abdullah M Asiri; Hadi M Marwani; H M Manukumar; Hua-Li Qin
Journal:  RSC Adv       Date:  2018-03-06       Impact factor: 4.036

3.  Nickel-catalyzed reductive carboxylation of styrenes using CO2.

Authors:  Catherine M Williams; Jeffrey B Johnson; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2008-10-17       Impact factor: 15.419

  3 in total

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