Literature DB >> 18998705

Micellar catalysis of Suzuki-Miyaura cross-couplings with heteroaromatics in water.

Bruce H Lipshutz1, Alexander R Abela.   

Abstract

Pd-catalyzed couplings involving several heteroaromatic halides (bromides and chlorides) as well as boronic acids can be done under exceedingly mild conditions (between rt and 40 degrees C) in pure water using commercially available Pd catalysts and PTS, a nanomicelle-forming amphiphile.

Entities:  

Mesh：

Substances：

Year:  2008        PMID： 18998705     DOI： 10.1021/ol801712e

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


  11 in total

1.  "Designer"-Surfactant-Enabled Cross-Couplings in Water at Room Temperature.

Authors:  Bruce H Lipshutz; Subir Ghorai
Journal:  Aldrichimica Acta       Date:  2012-01-01       Impact factor: 3.667

2.  Allylic ethers as educts for Suzuki-Miyaura couplings in water at room temperature.

Authors:  Takashi Nishikata; Bruce H Lipshutz
Journal:  J Am Chem Soc       Date:  2009-09-02       Impact factor: 15.419

3.  TPGS-750-M: a second-generation amphiphile for metal-catalyzed cross-couplings in water at room temperature.

Authors:  Bruce H Lipshutz; Subir Ghorai; Alexander R Abela; Ralph Moser; Takashi Nishikata; Christophe Duplais; Arkady Krasovskiy; Ricky D Gaston; Robert C Gadwood
Journal:  J Org Chem       Date:  2011-05-09       Impact factor: 4.354

Review 4.  Replacement of Less-Preferred Dipolar Aprotic and Ethereal Solvents in Synthetic Organic Chemistry with More Sustainable Alternatives.

Authors:  Andrew Jordan; Callum G J Hall; Lee R Thorp; Helen F Sneddon
Journal:  Chem Rev       Date:  2022-02-24       Impact factor: 72.087

5.  Leveraging the micellar effect: gold-catalyzed dehydrative cyclizations in water at room temperature.

Authors:  Stefan R K Minkler; Nicholas A Isley; Daniel J Lippincott; Norbert Krause; Bruce H Lipshutz
Journal:  Org Lett       Date:  2014-01-16       Impact factor: 6.005

6.  Computationally Assisted Mechanistic Investigation and Development of Pd-Catalyzed Asymmetric Suzuki-Miyaura and Negishi Cross-Coupling Reactions for Tetra-ortho-Substituted Biaryl Synthesis.

Authors:  Nitinchandra Dahyabhai Patel; Joshua D Sieber; Sergei Tcyrulnikov; Bryan J Simmons; Daniel Rivalti; Krishnaja Duvvuri; Yongda Zhang; Donghong A Gao; Keith R Fandrick; Nizar Haddad; Kendricks So Lao; Hari Prasad Reddy Mangunuru; Soumik Biswas; Bo Qu; Nelu Grinberg; Scott Pennino; Heewon Lee; Jinhua J Song; B Frank Gupton; Neil K Garg; Marisa C Kozlowski; Chris H Senanayake
Journal:  ACS Catal       Date:  2018-09-20       Impact factor: 13.084

7.  Amination of allylic alcohols in water at room temperature.

Authors:  Takashi Nishikata; Bruce H Lipshutz
Journal:  Org Lett       Date:  2009-06-04       Impact factor: 6.005

8.  Aminations of allylic phenyl ethers via micellar catalysis at room temperature in water.

Authors:  Takashi Nishikata; Bruce H Lipshutz
Journal:  Chem Commun (Camb)       Date:  2009-09-08       Impact factor: 6.222

Review 9.  Organic synthesis "on water".

Authors:  Arani Chanda; Valery V Fokin
Journal:  Chem Rev       Date:  2009-02       Impact factor: 60.622

10.  Nanonickel-catalyzed Suzuki-Miyaura cross-couplings in water.

Authors:  Sachin Handa; Eric D Slack; Bruce H Lipshutz
Journal:  Angew Chem Int Ed Engl       Date:  2015-08-25       Impact factor: 15.336
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.