Literature DB >> 19260704

Arylation and vinylation of alpha-diazocarbonyl compounds with boroxines.

Cheng Peng1, Wei Zhang, Guobing Yan, Jianbo Wang.   

Abstract

An alternative approach for alpha-arylation and alpha-vinylation of carbonyl compounds is described: reaction between aryl- or vinylboroxines with alpha-diazocarbonyl compounds leads to the formation of alpha-arylated or alpha-vinylated carbonyl compounds under mild conditions.

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Year:  2009        PMID: 19260704     DOI: 10.1021/ol900362d

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


  15 in total

1.  Synthesis and applications of α-trifluoromethylated alkylboron compounds.

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2.  Organic synthesis: New uses for old building blocks.

Authors:  Varinder K Aggarwal
Journal:  Nat Chem       Date:  2009-09       Impact factor: 24.427

3.  Metal-free carbon-carbon bond-forming reductive coupling between boronic acids and tosylhydrazones.

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Journal:  Nat Chem       Date:  2009-08-16       Impact factor: 24.427

4.  Transition-Metal-Free ipso-Functionalization of Arylboronic Acids and Derivatives.

Authors:  Chen Zhu; John R Falck
Journal:  Adv Synth Catal       Date:  2014-08-11       Impact factor: 5.837

5.  Multicomponent Mannich reactions with boron enolates derived from diazo esters and 9-BBN.

Authors:  Yi Luan; Scott E Schaus
Journal:  Org Lett       Date:  2011-04-07       Impact factor: 6.005

6.  Synthesis and evaluation of 4-(substituted styryl/alkenyl)-3,5-bis(4-hydroxyphenyl)-isoxazoles as ligands for the estrogen receptor.

Authors:  Terra Haddad; Rachel Gershman; Robert Dilis; David Labaree; Richard B Hochberg; Robert N Hanson
Journal:  Bioorg Med Chem Lett       Date:  2012-07-15       Impact factor: 2.823

7.  Arylation of rhodium(II) azavinyl carbenes with boronic acids.

Authors:  Nicklas Selander; Brady T Worrell; Stepan Chuprakov; Subash Velaparthi; Valery V Fokin
Journal:  J Am Chem Soc       Date:  2012-08-28       Impact factor: 15.419

8.  Rh(II)-Catalyzed Reactions of Diazoesters with Organozinc Reagents.

Authors:  Robert Panish; Ramajeyam Selvaraj; Joseph M Fox
Journal:  Org Lett       Date:  2015-08-04       Impact factor: 6.005

9.  Diastereoselective three-component synthesis of β-amino carbonyl compounds using diazo compounds, boranes, and acyl imines under catalyst-free conditions.

Authors:  Yi Luan; Jie Yu; Xiaowei Zhang; Scott E Schaus; Ge Wang
Journal:  J Org Chem       Date:  2014-05-07       Impact factor: 4.354

10.  A Versatile Route to Unstable Diazo Compounds via Oxadiazolines and their Use in Aryl-Alkyl Cross-Coupling Reactions.

Authors:  Andreas Greb; Jian-Siang Poh; Stephanie Greed; Claudio Battilocchio; Patrick Pasau; David C Blakemore; Steven V Ley
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-05       Impact factor: 15.336

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