Literature DB >> 33180988

Mild and robust Stille reactions in water using ppm levels of a new triphenylphosphine-based palladacycle.

Bruce Howard Lipshutz1, Balaram S Takale2, Ruchita R Thakore3, Gianluca Casotti2, Xiaohan Li3, Fabrice Gallou4.   

Abstract

An inexpensive and new triphenylphosphine-based palladacycle has been developed as a pre-catalyst leading to highly effective Stille cross coupling reactions in water under mild conditions. Only 500-1000 ppm of Pd suffices for couplings involving a variety of aryl/heteroaryl halides with aryl/hetaryl stannanes. Several drug intermediates can be prepared using this catalyst in aqueous nanoreactors formed by 2 wt % Brij-30 in water.
© 2020 Wiley-VCH GmbH.

Entities:  

Keywords:  cross coupling * Stille couplings * organostannanes * green chemistry * parts per million catalysis

Year:  2020        PMID: 33180988     DOI: 10.1002/anie.202014141

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  3 in total

Review 1.  Cascade Processes with Micellar Reaction Media: Recent Advances and Future Directions.

Authors:  Christina Tang; Bridget T McInnes
Journal:  Molecules       Date:  2022-08-31       Impact factor: 4.927

2.  Tuning the Reactivity of Micellar Nanoreactors by Precise Adjustments of the Amphiphile and Substrate Hydrophobicity.

Authors:  Shahar Tevet; Shreyas S Wagle; Gadi Slor; Roey J Amir
Journal:  Macromolecules       Date:  2021-12-01       Impact factor: 5.985

Review 3.  Pd-Catalyzed Cross-Couplings: On the Importance of the Catalyst Quantity Descriptors, mol % and ppm.

Authors:  Christopher S Horbaczewskyj; Ian J S Fairlamb
Journal:  Org Process Res Dev       Date:  2022-07-11       Impact factor: 3.858

  3 in total

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