Literature DB >> 17286440

CuI-catalyzed suzuki-miyaura and sonogashira cross-coupling reactions using DABCO as ligand.

Jin-Heng Li1, Ji-Lan Li, De-Ping Wang, Shao-Feng Pi, Ye-Xiang Xie, Man-Bo Zhang, Xi-Chao Hu.   

Abstract

In the presence of TBAB, CuI-catalyzed Suzuki-Miyaura cross-coupling of vinyl halides and aryl halides with arylboronic acids was conducted smoothly to afford the corresponding diarylethenes and polyaryls in moderate to good yields using DABCO (1,4-diazabicyclo[2.2.2]octane) as the ligand. We also found that the inexpensive CuI/DABCO catalytic system was effective for Sonogashira cross-couplings of aryl halides and vinyl halides. A variety of aryl halides and vinyl halides including activated aryl chlorides underwent the coupling with terminal alkynes in moderate to excellent yields.

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Year:  2007        PMID: 17286440     DOI: 10.1021/jo0623742

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


  9 in total

1.  Mechanistic studies of copper(I)-catalyzed 1,3-halogen migration.

Authors:  Ryan Van Hoveln; Brandi M Hudson; Henry B Wedler; Desiree M Bates; Gabriel Le Gros; Dean J Tantillo; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2015-04-16       Impact factor: 15.419

2.  Synthesis of 1,2,3-triazol-1-yl-methaneboronic acids via click chemistry: an easy access to a new potential scaffold for protease inhibitors.

Authors:  Chiara Romagnoli; Emilia Caselli; Fabio Prati
Journal:  European J Org Chem       Date:  2015-02-01

3.  Copper-assisted palladium(II)-catalyzed direct arylation of cyclic enaminones with arylboronic acids.

Authors:  Yong Wook Kim; Micah J Niphakis; Gunda I Georg
Journal:  J Org Chem       Date:  2012-10-22       Impact factor: 4.354

4.  Copper(i)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling.

Authors:  Yiding Chen; Michael C Willis
Journal:  Chem Sci       Date:  2017-02-28       Impact factor: 9.825

5.  Palladium(II)/cationic 2,2'-bipyridyl system as a highly efficient and reusable catalyst for the Mizoroki-Heck reaction in water.

Authors:  Shao-Hsien Huang; Jun-Rong Chen; Fu-Yu Tsai
Journal:  Molecules       Date:  2010-01-12       Impact factor: 4.411

6.  Sulfonylation of 1,4-Diazabicyclo[2.2.2]octane: Charge-Transfer Complex Triggered C-N Bond Cleavage.

Authors:  Ying Fu; Qin-Shan Xu; Quan-Zhou Li; Ming-Peng Li; Chun-Zhao Shi; Zhengyin Du
Journal:  ChemistryOpen       Date:  2019-01-28       Impact factor: 2.911

7.  Controlling alkyne reactivity by means of a copper-catalyzed radical reaction system for the synthesis of functionalized quaternary carbons.

Authors:  Goki Hirata; Yu Yamane; Naoya Tsubaki; Reina Hara; Takashi Nishikata
Journal:  Beilstein J Org Chem       Date:  2020-03-26       Impact factor: 2.883

8.  Copper-catalyzed arylation of alkyl halides with arylaluminum reagents.

Authors:  Bijay Shrestha; Ramesh Giri
Journal:  Beilstein J Org Chem       Date:  2015-12-02       Impact factor: 2.883

9.  Copper-Catalyzed Oxidative Cross-Coupling of Electron-Deficient Polyfluorophenylboronate Esters with Terminal Alkynes.

Authors:  Zhiqiang Liu; Yudha P Budiman; Ya-Ming Tian; Alexandra Friedrich; Mingming Huang; Stephen A Westcott; Udo Radius; Todd B Marder
Journal:  Chemistry       Date:  2020-11-09       Impact factor: 5.236

  9 in total

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