Literature DB >> 18954068

Palladium-catalyzed sequential carbon-carbon bond cleavage/formation producing arylated benzolactones.

Takanori Matsuda1, Masanori Shigeno, Masahiro Murakami.   

Abstract

3-(2-Hydroxyphenyl)cyclobutanones react with aryl bromides in the presence of palladium catalysts to afford 4-arylmethyl-3,4-dihydrocoumarins in high yields through a sequence involving carbon-carbon bond cleavage and formation. In the case of the reaction with 2-(2-hydroxyphenyl)cyclobutanones, five- or seven-membered lactones were produced depending on the presence of an additional substituent at the 2-position.

Entities:  

Year:  2008        PMID: 18954068     DOI: 10.1021/ol802218a

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


  3 in total

Review 1.  Enantioselective Desymmetrization of Cyclobutanones: A Speedway to Molecular Complexity.

Authors:  Jan Sietmann; Johannes M Wahl
Journal:  Angew Chem Int Ed Engl       Date:  2020-02-19       Impact factor: 16.823

2.  Enantioselective palladium/copper-catalyzed C-C σ-bond activation synergized with Sonogashira-type C(sp3)-C(sp) cross-coupling alkynylation.

Authors:  Feng-Na Sun; Wan-Chun Yang; Xiao-Bing Chen; Yu-Li Sun; Jian Cao; Zheng Xu; Li-Wen Xu
Journal:  Chem Sci       Date:  2019-06-21       Impact factor: 9.825

3.  Nickel-Catalyzed Asymmetric Domino Ring Opening/Cross-Coupling Reaction of Cyclobutanones via a Reductive Strategy.

Authors:  Decai Ding; Haiyan Dong; Chuan Wang
Journal:  iScience       Date:  2020-04-03
  3 in total

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