Literature DB >> 31512875

Unexpected Formation of Hexasubstituted Arenes through a 2-fold Palladium-Mediated Ligand Arylation.

Corin C Wagen1, Bryan T Ingoglia1, Stephen L Buchwald1.   

Abstract

A rearrangement reaction of biarylphosphine-supported Pd(II) complexes was employed to synthesize 1,3,5-triaryl 2,4,6-triisopropylbenzene compounds, a class of molecules that has not previously been reported. The strain of the central hexasubstituted ring was investigated via X-ray crystallography.

Entities:  

Year:  2019        PMID： 31512875      PMCID： PMC6822615          DOI： 10.1021/acs.joc.9b02091

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


  16 in total

1.  A five-component synthesis of hexasubstituted benzene.

Authors:  Pierre Janvier; Hugues Bienaymé; Jieping Zhu
Journal:  Angew Chem Int Ed Engl       Date:  2002-11-15       Impact factor: 15.336

2.  A multiligand based Pd catalyst for C-N cross-coupling reactions.

Authors:  Brett P Fors; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2010-10-27       Impact factor: 15.419

3.  Efficient synthesis of sterically hindered arenes bearing acyclic secondary alkyl groups by Suzuki-Miyaura cross-couplings.

Authors:  Chengxi Li; Tianyu Chen; Bowen Li; Guolan Xiao; Wenjun Tang
Journal:  Angew Chem Int Ed Engl       Date:  2015-01-28       Impact factor: 15.336

4.  An efficient method for sterically demanding Suzuki-Miyaura coupling reactions.

Authors:  Qing Zhao; Chengxi Li; Chris H Senanayake; Wenjun Tang
Journal:  Chemistry       Date:  2013-01-07       Impact factor: 5.236

5.  Oxidative Addition Complexes as Precatalysts for Cross-Coupling Reactions Requiring Extremely Bulky Biarylphosphine Ligands.

Authors:  Bryan T Ingoglia; Stephen L Buchwald
Journal:  Org Lett       Date:  2017-05-12       Impact factor: 6.005

6.  Hexaphenylbenzene as a rigid template for the straightforward syntheses of "star-shaped" glycodendrimers.

Authors:  Yoann M Chabre; Patrick P Brisebois; Leïla Abbassi; Sheena C Kerr; John V Fahy; Isabelle Marcotte; René Roy
Journal:  J Org Chem       Date:  2010-12-29       Impact factor: 4.354

7.  1,3,5-2,4,6-functionalized, facially segregated benzenes-exploitation of sterically predisposed systems in supramolecular chemistry.

Authors:  Gunther Hennrich; Eric V Anslyn
Journal:  Chemistry       Date:  2002-05-17       Impact factor: 5.236

8.  Mechanistic Insight Leads to a Ligand Which Facilitates the Palladium-Catalyzed Formation of 2-(Hetero)Arylaminooxazoles and 4-(Hetero)Arylaminothiazoles.

Authors:  Esben P K Olsen; Pedro L Arrechea; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-24       Impact factor: 15.336

9.  Use of a hexasubstituted benzene scaffold in the development of multivalent HIV-1 integrase inhibitors.

Authors:  Wipa Tupchiangmai; Saowanaporn Choksakulporn; Supinya Tewtrakul; Somsak Pianwanit; Yongsak Sritana-anant
Journal:  Chem Pharm Bull (Tokyo)       Date:  2014       Impact factor: 1.645

10.  An improved catalyst system for the Pd-catalyzed fluorination of (hetero)aryl triflates.

Authors:  Hong Geun Lee; Phillip J Milner; Stephen L Buchwald
Journal:  Org Lett       Date:  2013-10-18       Impact factor: 6.005
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  1 in total

Review 1.  Lysophosphatidylcholine: Potential Target for the Treatment of Chronic Pain.

Authors:  Jinxuan Ren; Jiaqi Lin; Lina Yu; Min Yan
Journal:  Int J Mol Sci       Date:  2022-07-27       Impact factor: 6.208
  1 in total

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