Literature DB >> 23488745

Directing group enhanced carbonylative ring expansions of amino-substituted cyclopropanes: rhodium-catalyzed multicomponent synthesis of N-heterobicyclic enones.

Megan H Shaw1, Ekaterina Y Melikhova, Daniel P Kloer, William G Whittingham, John F Bower.   

Abstract

Aminocyclopropanes equipped with suitable N-directing groups undergo efficient and regioselective Rh-catalyzed carbonylative C-C bond activation. Trapping of the resultant metallacycles with tethered alkynes provides an atom-economic entry to diverse N-heterobicyclic enones. These studies provide a blueprint for myriad N-heterocyclic methodologies.

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Year:  2013        PMID： 23488745     DOI： 10.1021/ja401936c

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


  22 in total

1.  Umpolung α-Silylation of Cyclopropyl Acetates via Low-Temperature Catalytic C-C Activation.

Authors:  Thirupataiah Avullala; Parham Asgari; Yuanda Hua; Apparao Bokka; Shawn G Ridlen; Kyungsuk Yum; H V Rasika Dias; Junha Jeon
Journal:  ACS Catal       Date:  2018-12-03       Impact factor: 13.084

2.  Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins.

Authors:  Rong Zeng; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2015-01-15       Impact factor: 15.419

3.  Synthesis of Bridged Cyclopentane Derivatives by Catalytic Decarbonylative Cycloaddition of Cyclobutanones and Olefins.

Authors:  Xuan Zhou; Haye Min Ko; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-06       Impact factor: 15.336

4.  Efficient Benzimidazolidinone Synthesis via Rhodium-Catalyzed Double-Decarbonylative C-C Activation/Cycloaddition between Isatins and Isocyanates.

Authors:  Rong Zeng; Peng-Hao Chen; Guangbin Dong
Journal:  ACS Catal       Date:  2015-12-30       Impact factor: 13.084

5.  "Cut and Sew" Transformations via Transition-Metal-Catalyzed Carbon-Carbon Bond Activation.

Authors:  Peng-Hao Chen; Brent A Billett; Tatsuhiro Tsukamoto; Guangbin Dong
Journal:  ACS Catal       Date:  2017-01-06       Impact factor: 13.084

6.  Fused-Ring Formation by an Intramolecular "Cut-and-Sew" Reaction between Cyclobutanones and Alkynes.

Authors:  Lin Deng; Likun Jin; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2018-02-06       Impact factor: 15.336

7.  (4+1) vs (4+2): Catalytic Intramolecular Coupling between Cyclobutanones and Trisubstituted Allenes via C-C Activation.

Authors:  Xuan Zhou; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2015-10-16       Impact factor: 15.419

8.  Enantioselective Rh-Catalyzed Carboacylation of C═N Bonds via C-C Activation of Benzocyclobutenones.

Authors:  Lin Deng; Tao Xu; Hongbo Li; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2015-12-28       Impact factor: 15.419

9.  Synthesis and applications of rhodacyclopentanones derived from C-C bond activation.

Authors:  Megan H Shaw; John F Bower
Journal:  Chem Commun (Camb)       Date:  2016-07-07       Impact factor: 6.222

10.  Recent Advances in the Development of Catalytic Methods that Construct Medium-ring Lactams, Partially Saturated Benzazepines and their Derivatives.

Authors:  Wrickban Mazumdar; Tom G Driver
Journal:  Synthesis (Stuttg)       Date:  2021       Impact factor: 3.157
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