Literature DB >> 20936819

Novel method for synthesizing spiro[4.5]cyclohexadienones through a Pd-catalyzed intramolecular ipso-Friedel-Crafts allylic alkylation of phenols.

Tetsuhiro Nemoto1, Yuta Ishige, Mariko Yoshida, Yuta Kohno, Mutsumi Kanematsu, Yasumasa Hamada.   

Abstract

The first successful Pd-catalyzed intramolecular ipso-Friedel-Crafts allylic alkylation of phenols, which provided a new access to spiro[4.5]cyclohexadienones, is described. The present method could be applied to catalytic enantioselective construction of an all-carbon quaternary spirocenter.

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Year:  2010        PMID： 20936819     DOI： 10.1021/ol102190s

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


  7 in total

1.  Intercepting Wacker intermediates with arenes: C-H functionalization and dearomatization.

Authors:  Bryan S Matsuura; Allison G Condie; Ian A McBee; Ryan C Buff; Gregory J Karahalis; Corey R J Stephenson
Journal:  Org Lett       Date:  2011-11-09       Impact factor: 6.005

2.  Palladium(0)-catalyzed arylative dearomatization of phenols.

Authors:  Sophie Rousseaux; Jorge García-Fortanet; Miguel Angel Del Aguila Sanchez; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2011-05-25       Impact factor: 15.419

3.  Synthesis of Pyrrolopyrazinones by Construction of the Pyrrole Ring onto an Intact Diketopiperazine.

Authors:  Susanna K Maisto; Angela P Leersnyder; Gwyneth L Pudner; Jonathan R Scheerer
Journal:  J Org Chem       Date:  2020-06-30       Impact factor: 4.354

4.  Enantioselective synthesis of tatanans A-C and reinvestigation of their glucokinase-activating properties.

Authors:  Qing Xiao; Jeffrey J Jackson; Ashok Basak; Joseph M Bowler; Brian G Miller; Armen Zakarian
Journal:  Nat Chem       Date:  2013-03-24       Impact factor: 24.427

5.  Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles.

Authors:  Dino Berthold; Johannes Klett; Bernhard Breit
Journal:  Chem Sci       Date:  2019-09-10       Impact factor: 9.825

6.  Two-in-one strategy for fluorene-based spirocycles via Pd(0)-catalyzed spiroannulation of o-iodobiaryls with bromonaphthols.

Authors:  Bojun Tan; Long Liu; Huayu Zheng; Tianyi Cheng; Dianhu Zhu; Xiaofeng Yang; Xinjun Luan
Journal:  Chem Sci       Date:  2020-09-08       Impact factor: 9.825

7.  Organocatalytic asymmetric chlorinative dearomatization of naphthols.

Authors:  Qin Yin; Shou-Guo Wang; Xiao-Wei Liang; De-Wei Gao; Jun Zheng; Shu-Li You
Journal:  Chem Sci       Date:  2015-04-27       Impact factor: 9.825
  7 in total

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