Literature DB >> 30575235

Base-Mediated Defluorosilylation of C(sp2 )-F and C(sp3 )-F Bonds.

Xiang-Wei Liu1, Cayetana Zarate1, Ruben Martin1,2.   

Abstract

The ability to selectively forge C-heteroatom bonds by C-F scission is typically accomplished by metal catalysts, specialized ligands and/or harsh reaction conditions. Described herein is a base-mediated defluorosilylation of unactivated C(sp2 )-F and C(sp3 )-F bonds that obviates the need for metal catalysts. This protocol is characterized by its simplicity, mild reaction conditions, and wide scope, even within the context of late-stage functionalization, constituting a complementary approach to existing C-Si bond-forming protocols.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cross-coupling; fluorine; reaction mechanisms; silylation; synthetic methods

Year:  2019        PMID: 30575235     DOI: 10.1002/anie.201813294

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


  3 in total

Review 1.  Concerted Nucleophilic Aromatic Substitution Reactions.

Authors:  Simon Rohrbach; Andrew J Smith; Jia Hao Pang; Darren L Poole; Tell Tuttle; Shunsuke Chiba; John A Murphy
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-13       Impact factor: 15.336

Review 2.  Repurposing of F-gases: challenges and opportunities in fluorine chemistry.

Authors:  Daniel J Sheldon; Mark R Crimmin
Journal:  Chem Soc Rev       Date:  2022-06-20       Impact factor: 60.615

3.  Palladium-catalysed C-F alumination of fluorobenzenes: mechanistic diversity and origin of selectivity.

Authors:  Feriel Rekhroukh; Wenyi Chen; Ryan K Brown; Andrew J P White; Mark R Crimmin
Journal:  Chem Sci       Date:  2020-07-21       Impact factor: 9.825

  3 in total

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