Literature DB >> 34751287

Fe-Catalyzed dicarbofunctionalization of electron-rich alkenes with Grignard reagents and (fluoro)alkyl halides.

Madeline E Rotella1, Dinabandhu Sar1,2, Lei Liu1,2, Osvaldo Gutierrez1,2.   

Abstract

An iron-catalyzed regioselective dicarbofunctionalization of electron-rich alkenes is described. In particular, aryl- and alkyl vinyl ethers are used as effective linchpins to couple alkyl or (fluoro)alkyl halides and sp2-hybridized Grignard nucleophiles. Preliminary results demonstrate the ability to engage thioethers as linchpins and control enantioselectivity in these transformations, an area which is largely unexplored in iron-catalyzed three-component cross-coupling reactions.

Entities:  

Year:  2021        PMID: 34751287      PMCID: PMC8722523          DOI: 10.1039/d1cc04619e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  31 in total

1.  Efficient multicomponent reaction synthesis of the schistosomiasis drug praziquantel.

Authors:  Haiping Cao; Haixia Liu; Alexander Dömling
Journal:  Chemistry       Date:  2010-11-02       Impact factor: 5.236

2.  Cu/Chiral Phosphoric Acid-Catalyzed Asymmetric Three-Component Radical-Initiated 1,2-Dicarbofunctionalization of Alkenes.

Authors:  Jin-Shun Lin; Tao-Tao Li; Ji-Ren Liu; Guan-Yuan Jiao; Qiang-Shuai Gu; Jiang-Tao Cheng; Yu-Long Guo; Xin Hong; Xin-Yuan Liu
Journal:  J Am Chem Soc       Date:  2018-12-28       Impact factor: 15.419

3.  Iron catalysis in organic synthesis.

Authors:  Ingmar Bauer; Hans-Joachim Knölker
Journal:  Chem Rev       Date:  2015-03-09       Impact factor: 60.622

4.  A palladium-catalyzed three-component cross-coupling of conjugated dienes or terminal alkenes with vinyl triflates and boronic acids.

Authors:  Longyan Liao; Ranjan Jana; Kaveri Balan Urkalan; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2011-03-30       Impact factor: 15.419

5.  Selective, Intermolecular Alkylarylation of Alkenes via Photoredox/Nickel Dual Catalysis.

Authors:  Lei Guo; Hai-Yong Tu; Shengqing Zhu; Lingling Chu
Journal:  Org Lett       Date:  2019-06-04       Impact factor: 6.005

6.  Enantioselective Conjunctive Cross-Coupling of Bis(alkenyl)borates: A General Synthesis of Chiral Allylboron Reagents.

Authors:  Emma K Edelstein; Sheila Namirembe; James P Morken
Journal:  J Am Chem Soc       Date:  2017-03-29       Impact factor: 15.419

Review 7.  Dual Photoredox/Nickel-Catalyzed Three-Component Carbofunctionalization of Alkenes.

Authors:  Andrés García-Domínguez; Rahul Mondal; Cristina Nevado
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-25       Impact factor: 15.336

Review 8.  Fluorine in pharmaceutical industry: fluorine-containing drugs introduced to the market in the last decade (2001-2011).

Authors:  Jiang Wang; María Sánchez-Roselló; José Luis Aceña; Carlos del Pozo; Alexander E Sorochinsky; Santos Fustero; Vadim A Soloshonok; Hong Liu
Journal:  Chem Rev       Date:  2013-12-03       Impact factor: 60.622

9.  Three-Component Minisci Reaction with 1,3-Dicarbonyl Compounds Induced by Visible Light.

Authors:  Tao Li; Kangjiang Liang; Yang Zhang; Dongyan Hu; Zhixian Ma; Chengfeng Xia
Journal:  Org Lett       Date:  2020-03-10       Impact factor: 6.005

10.  Multicomponent assembly processes for the synthesis of diverse yohimbine and corynanthe alkaloid analogues.

Authors:  Brett A Granger; Zhiqian Wang; Kyosuke Kaneda; Zhenglai Fang; Stephen F Martin
Journal:  ACS Comb Sci       Date:  2013-06-04       Impact factor: 3.784

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