Literature DB >> 23243321

Recent Developments in Pd-Catalyzed Alkene Aminoarylation Reactions for the Synthesis of Nitrogen Heterocycles.

Danielle M Schultz1, John P Wolfe.   

Abstract

This short review describes new developments in Pd-catn class="Chemical">alyzed aminoarylation reactions between aryl halides and alkenes bearing pendant nitrogen nucleophiles. These transformations provide a novel and powerful method for accessing numerous 3-, 5-, 6-, and 7-membered nitrogen heterocycles.

Entities:  

Year:  2012        PMID: 23243321      PMCID: PMC3521566          DOI: 10.1055/s-0031-1289668

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN: 0039-7881            Impact factor:   3.157


  47 in total

1.  Use of aryl chlorides as electrophiles in Pd-catalyzed alkene difunctionalization reactions.

Authors:  Brandon R Rosen; Joshua E Ney; John P Wolfe
Journal:  J Org Chem       Date:  2010-04-16       Impact factor: 4.354

2.  C-C coupling reactivity of an alkylgold(III) fluoride complex with arylboronic acids.

Authors:  Neal P Mankad; F Dean Toste
Journal:  J Am Chem Soc       Date:  2010-09-22       Impact factor: 15.419

3.  Palladium-catalyzed alkene carboamination reactions for the synthesis of substituted piperazines.

Authors:  Josephine S Nakhla; Danielle M Schultz; John P Wolfe
Journal:  Tetrahedron       Date:  2009-09-15       Impact factor: 2.457

4.  Synthesis of aziridines by palladium-catalyzed reactions of allylamines with aryl and alkenyl halides: evidence of a syn-carboamination pathway.

Authors:  Sayuri Hayashi; Hideki Yorimitsu; Koichiro Oshima
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

5.  Pd-catalyzed carboamination of oxazolidin-2-ones: a stereoselective route to trans-2,5-disubstituted pyrrolidines.

Authors:  Georgia S Lemen; John P Wolfe
Journal:  Org Lett       Date:  2010-05-21       Impact factor: 6.005

6.  Asymmetric palladium-catalyzed carboamination reactions for the synthesis of enantiomerically enriched 2-(arylmethyl)- and 2-(alkenylmethyl)pyrrolidines.

Authors:  Duy N Mai; John P Wolfe
Journal:  J Am Chem Soc       Date:  2010-09-08       Impact factor: 15.419

7.  Palladium-catalyzed synthesis of N-aryl pyrrolidines from gamma-(N-Arylamino) alkenes: evidence for chemoselective alkene insertion into Pd--N bonds.

Authors:  Joshua E Ney; John P Wolfe
Journal:  Angew Chem Int Ed Engl       Date:  2004-07-05       Impact factor: 15.336

8.  Mechanism of N-fluorobenzenesulfonimide promoted diamination and carboamination reactions: divergent reactivity of a Pd(IV) species.

Authors:  Paul A Sibbald; Carolyn F Rosewall; Rodney D Swartz; Forrest E Michael
Journal:  J Am Chem Soc       Date:  2009-11-04       Impact factor: 15.419

9.  Palladium-catalyzed carboamination of alkenes promoted by N-fluorobenzenesulfonimide via C-H activation of arenes.

Authors:  Carolyn F Rosewall; Paul A Sibbald; Dmitry V Liskin; Forrest E Michael
Journal:  J Am Chem Soc       Date:  2009-07-15       Impact factor: 15.419

10.  Palladium-catalyzed aerobic oxidative amination of alkenes: development of intra- and intermolecular aza-Wacker reactions.

Authors:  Vasily Kotov; Christopher C Scarborough; Shannon S Stahl
Journal:  Inorg Chem       Date:  2007-03-19       Impact factor: 5.165

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  44 in total

1.  Asymmetric Pd-Catalyzed Alkene Carboamination Reactions for the Synthesis of 2-Aminoindane Derivatives.

Authors:  Derick R White; Johnathon T Hutt; John P Wolfe
Journal:  J Am Chem Soc       Date:  2015-08-27       Impact factor: 15.419

2.  SnAP reagents for the one-step synthesis of medium-ring saturated N-heterocycles from aldehydes.

Authors:  Cam-Van T Vo; Michael U Luescher; Jeffrey W Bode
Journal:  Nat Chem       Date:  2014-03-02       Impact factor: 24.427

3.  Recent advances in the application of ring-closing metathesis for the synthesis of unsaturated nitrogen heterocycles.

Authors:  Emilia J Groso; Corinna S Schindler
Journal:  Synthesis (Stuttg)       Date:  2019-02-08       Impact factor: 3.157

4.  Synthesis of Polycyclic Nitrogen Heterocycles via Cascade Pd-Catalyzed Alkene Carboamination/Diels-Alder Reactions.

Authors:  Derick R White; John P Wolfe
Journal:  Org Lett       Date:  2015-05-06       Impact factor: 6.005

5.  Asymmetric total synthesis of (+)-merobatzelladine B.

Authors:  Nicholas R Babij; John P Wolfe
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-16       Impact factor: 15.336

6.  Syntheses of Cyclic Guanidine-Containing Natural Products.

Authors:  Yuyong Ma; Saptarshi De; Chuo Chen
Journal:  Tetrahedron       Date:  2015-02-25       Impact factor: 2.457

7.  Synthesis of Secondary Unsaturated Lactams via an Aza-Heck Reaction.

Authors:  Scott A Shuler; Guoyin Yin; Sarah B Krause; Caroline M Vesper; Donald A Watson
Journal:  J Am Chem Soc       Date:  2016-10-18       Impact factor: 15.419

8.  Pd-Catalyzed Alkene Carboheteroarylation Reactions for the Synthesis of 3-Cyclopentylindole Derivatives.

Authors:  Janelle K Kirsch; Jenna L Manske; John P Wolfe
Journal:  J Org Chem       Date:  2018-10-10       Impact factor: 4.354

9.  Influence of catalyst structure and reaction conditions on anti- versus syn-aminopalladation pathways in Pd-catalyzed alkene carboamination reactions of N-allylsulfamides.

Authors:  Ryan M Fornwald; Jonathan A Fritz; John P Wolfe
Journal:  Chemistry       Date:  2014-06-17       Impact factor: 5.236

10.  Mechanistic Studies of Azaphilic versus Carbophilic Activation by Gold(I) in the Gold/Palladium Dual-Catalyzed Rearrangement of Alkenyl Vinyl Aziridines.

Authors:  Joshua J Hirner; Katrina E Roth; Yili Shi; Suzanne A Blum
Journal:  Organometallics       Date:  2012-10-08       Impact factor: 3.876

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