Literature DB >> 31908167

Visible-Light-Driven Dearomatization Reaction toward the Formation of Spiro[4.5]deca-1,6,9-trien-8-ones.

Wuheng Dong1,2, Yao Yuan2, Xiaomin Xie2, Zhaoguo Zhang2,3.   

Abstract

A visible-light-driven regioselective dearomative cyclization between 2-benzyl-2-bromomalonate and alkynes under mild conditions leading to the formation of spiro[4,5]decanes has been developed. In the presence of H2O, a variety of 2-benzyl-2-bromomalonates smoothly undergo 5-exo-dig radical dearomative cyclization with alkynes to afford the corresponding spiro[4,5]decanes in moderate to good yield in a step-economical manner under oxidant-free conditions.

Entities:  

Year:  2020        PMID: 31908167     DOI: 10.1021/acs.orglett.9b04283

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


  1 in total

1.  Defluorodearomatization: A Photocatalytic Birch-Like Reduction That Enables C-C Bond Formation and Provides Access to Unnatural Cannabinoids.

Authors:  Jon I Day; Sascha Grotjahn; Sameera Senaweera; Burkhard Koenig; Jimmie D Weaver Iii
Journal:  J Org Chem       Date:  2021-06-02       Impact factor: 4.354

  1 in total

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