Literature DB >> 25856416

Palladium-catalyzed, ligand-free Suzuki reaction in water using aryl fluorosulfates.

Qiaobin Liang1, Ping Xing2, Zuogang Huang1, Jiajia Dong3, K Barry Sharpless3, Xiaoxian Li2, Biao Jiang1,2.   

Abstract

Aryl fluorosulfates were prepared by a simple method and employed as coupling partners in the Suzuki-Miyaura reaction. The cross-coupling reactions were performed in water under air at room temperature without ligands or additives such as surfactants or phase-transfer reagents and proceeded smoothly to give excellent yields. Aryl fluorosulfates could also be used as alternatives to halides or triflates in other coupling reactions.

Entities:  

Year:  2015        PMID: 25856416     DOI: 10.1021/acs.orglett.5b00654

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


  8 in total

Review 1.  Palladium(0)-Catalyzed Directed syn-1,2-Carboboration and -Silylation: Alkene Scope, Applications in Dearomatization, and Stereocontrol by a Chiral Auxiliary.

Authors:  Zhen Liu; Jiahao Chen; Hou-Xiang Lu; Xiaohan Li; Yang Gao; John R Coombs; Matthew J Goldfogel; Keary M Engle
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-08       Impact factor: 15.336

2.  Multidimensional SuFEx Click Chemistry: Sequential Sulfur(VI) Fluoride Exchange Connections of Diverse Modules Launched From An SOF4 Hub.

Authors:  Suhua Li; Peng Wu; John E Moses; K Barry Sharpless
Journal:  Angew Chem Int Ed Engl       Date:  2017-02-06       Impact factor: 15.336

3.  Chemoselective Synthesis of Polysubstituted Pyridines from Heteroaryl Fluorosulfates.

Authors:  Enxuan Zhang; Jiaze Tang; Suhua Li; Peng Wu; John E Moses; K Barry Sharpless
Journal:  Chemistry       Date:  2016-03-15       Impact factor: 5.236

4.  Water-soluble SNS cationic palladium(II) complexes and their Suzuki-Miyaura cross-coupling reactions in aqueous medium.

Authors:  Alphonse Fiebor; Richard Tia; Banothile C E Makhubela; Henok H Kinfe
Journal:  Beilstein J Org Chem       Date:  2018-07-23       Impact factor: 2.883

5.  Palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis.

Authors:  Hong Ji; Jianghong Cai; Nana Gan; Zhaohua Wang; Liyang Wu; Guorong Li; Tao Yi
Journal:  Chem Cent J       Date:  2018-12-19       Impact factor: 4.215

6.  Site-Selective, Modular Diversification of Polyhalogenated Aryl Fluorosulfates (ArOSO2 F) Enabled by an Air-Stable PdI Dimer.

Authors:  Marvin Mendel; Indrek Kalvet; Daniel Hupperich; Guillaume Magnin; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-16       Impact factor: 15.336

7.  Efficient Suzuki⁻Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln Scaffolds.

Authors:  Fu Ding; Yanli Li; Pingxuan Yan; Yan Deng; Dongping Wang; Yajing Zhang; Ileana Dragutan; Valerian Dragutan; Kangjun Wang
Journal:  Molecules       Date:  2018-09-23       Impact factor: 4.411

8.  Rapid and column-free syntheses of acyl fluorides and peptides using ex situ generated thionyl fluoride.

Authors:  Cayo Lee; Brodie J Thomson; Glenn M Sammis
Journal:  Chem Sci       Date:  2021-11-29       Impact factor: 9.825

  8 in total

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