Literature DB >> 19435367

Versatile Pd(OTf)2 x 2 H2O-catalyzed ortho-fluorination using NMP as a promoter.

Xisheng Wang1, Tian-Sheng Mei, Jin-Quan Yu.   

Abstract

Pd(OTf)(2) x 2 H(2)O-catalyzed ortho-fluorination of triflamide-protected benzylamines is reported. The use of N-fluoro-2,4,6-trimethylpyridinium triflate as the F(+) source and NMP as a promoter is crucial for this reaction. The conversion of triflamide into a wide range of synthetically useful functional groups makes this fluorination protocol broadly applicable in medicinal chemistry and synthesis.

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Year:  2009        PMID: 19435367     DOI: 10.1021/ja901352k

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  58 in total

1.  Intercepting Wacker intermediates with arenes: C-H functionalization and dearomatization.

Authors:  Bryan S Matsuura; Allison G Condie; Ian A McBee; Ryan C Buff; Gregory J Karahalis; Corey R J Stephenson
Journal:  Org Lett       Date:  2011-11-09       Impact factor: 6.005

2.  Pd(II)-catalyzed para-selective C-H arylation of monosubstituted arenes.

Authors:  Xisheng Wang; Dasheng Leow; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2011-08-16       Impact factor: 15.419

3.  Accelerating palladium-catalyzed C-F bond formation: use of a microflow packed-bed reactor.

Authors:  Timothy Noël; Thomas J Maimone; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-11       Impact factor: 15.336

4.  Heterocycle Formation via Palladium-Catalyzed C-H Functionalization.

Authors:  Tian-Sheng Mei; Lei Kou; Sandy Ma; Keary M Engle; Jin-Quan Yu
Journal:  Synthesis (Stuttg)       Date:  2012-05-25       Impact factor: 3.157

5.  Ketone-catalyzed photochemical C(sp3)-H chlorination.

Authors:  Lei Han; Jibao Xia; Lin You; Chuo Chen
Journal:  Tetrahedron       Date:  2017-05-04       Impact factor: 2.457

6.  On the mechanism of palladium-catalyzed aromatic C-H oxidation.

Authors:  David C Powers; Daphne Y Xiao; Matthias A L Geibel; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2010-10-20       Impact factor: 15.419

7.  Copper-Mediated Fluorination of Aryl Trisiloxanes with Nucleophilic Fluoride.

Authors:  Ruth Dorel; Philip Boehm; Daniel P Schwinger; John F Hartwig
Journal:  Chemistry       Date:  2020-01-28       Impact factor: 5.236

8.  Palladium(III)-catalyzed fluorination of arylboronic acid derivatives.

Authors:  Anthony R Mazzotti; Michael G Campbell; Pingping Tang; Jennifer M Murphy; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2013-09-16       Impact factor: 15.419

9.  Pd(II)-catalyzed C-H functionalizations directed by distal weakly coordinating functional groups.

Authors:  Gang Li; Li Wan; Guofu Zhang; Dasheng Leow; Jillian Spangler; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-03-24       Impact factor: 15.419

10.  Pd-catalyzed C-H fluorination with nucleophilic fluoride.

Authors:  Kate B McMurtrey; Joy M Racowski; Melanie S Sanford
Journal:  Org Lett       Date:  2012-07-30       Impact factor: 6.005

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