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Copper-Catalyzed Borylative Couplings with C-N Electrophiles

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 46, Pages 20278-20289

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202007251

Keywords

borocupration; copper; imine; multicomponent reaction; nitrile

Funding

  1. AstraZeneca
  2. EPSRC [EP/M005062/1]
  3. SCI (Scholarship)
  4. Jiangsu Oversea Visiting Scholar Program for University Prominent Young & Middle-aged Teachers and Presidents
  5. Leverhulme Trust (PDRA) [RPG-2016-360]
  6. European Union Horizon 2020
  7. University of Manchester
  8. European Union Horizon 2020 (Marie Sklodowska-Curie grant) [798846-CuCAN]
  9. EPSRC [1939216] Funding Source: UKRI

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Copper-catalyzed borylative multicomponent reactions (MCRs) involving olefins and C-N electrophiles are a powerful tool to rapidly build up molecular complexity. The products from these reactions contain multiple functionalities, such as amino, cyano and boronate groups, that are ubiquitous in medicinal and process chemistry programs. Copper-catalyzed MCRs are particularly attractive because they use a relatively abundant and non-toxic catalyst to selectively deliver high-value products from simple feedstocks such as olefins. In this Minireview, we explore this rapidly emerging field and survey the borylative union of allenes, dienes, styrenes and other olefins, with imines, nitriles and related C-N electrophiles.

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