Literature DB >> 26352640

Fe-Catalyzed Reductive Coupling of Unactivated Alkenes with β-Nitroalkenes.

Jing Zheng1, Dahai Wang1, Sunliang Cui1.   

Abstract

An Fe-catalyzed reductive coupling of unactivated alkenes with β-nitroalkenes has been developed. The reaction proceeds through a radical pathway, with β-nitroalkenes serving as the vinylating reagents and the nitro group being cleaved in the process. Therefore, this method provides a viable synthetic approach to valuable secondary- and tertiary-alkylated styrene derivatives. Furthermore, control experiments were conducted and a plausible mechanism is proposed.

Entities:  

Year:  2015        PMID： 26352640     DOI： 10.1021/acs.orglett.5b02294

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  9 in total

1.  Roles of Iron Complexes in Catalytic Radical Alkene Cross-Coupling: A Computational and Mechanistic Study.

Authors:  Dongyoung Kim; S M Wahidur Rahaman; Brandon Q Mercado; Rinaldo Poli; Patrick L Holland
Journal:  J Am Chem Soc       Date:  2019-04-26       Impact factor: 15.419

2.  Ph(i-PrO)SiH2: An Exceptional Reductant for Metal-Catalyzed Hydrogen Atom Transfers.

Authors:  Carla Obradors; Ruben M Martinez; Ryan A Shenvi
Journal:  J Am Chem Soc       Date:  2016-03-30       Impact factor: 15.419

3.  Synthesis of the Privileged 8-Arylmenthol Class by Radical Arylation of Isopulegol.

Authors:  Steven W M Crossley; Ruben M Martinez; Sebastián Guevara-Zuluaga; Ryan A Shenvi
Journal:  Org Lett       Date:  2016-05-13       Impact factor: 6.005

4.  Mn-, Fe-, and Co-Catalyzed Radical Hydrofunctionalizations of Olefins.

Authors:  Steven W M Crossley; Carla Obradors; Ruben M Martinez; Ryan A Shenvi
Journal:  Chem Rev       Date:  2016-07-27       Impact factor: 60.622

5.  Dealkenylative Alkenylation: Formal σ-Bond Metathesis of Olefins.

Authors:  Manisha Swain; Gusein Sadykhov; Ruoxi Wang; Ohyun Kwon
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-28       Impact factor: 15.336

Review 6.  Radicals: Reactive Intermediates with Translational Potential.

Authors:  Ming Yan; Julian C Lo; Jacob T Edwards; Phil S Baran
Journal:  J Am Chem Soc       Date:  2016-09-26       Impact factor: 15.419

7.  Fe-Catalyzed C-C Bond Construction from Olefins via Radicals.

Authors:  Julian C Lo; Dongyoung Kim; Chung-Mao Pan; Jacob T Edwards; Yuki Yabe; Jinghan Gui; Tian Qin; Sara Gutiérrez; Jessica Giacoboni; Myles W Smith; Patrick L Holland; Phil S Baran
Journal:  J Am Chem Soc       Date:  2017-02-02       Impact factor: 15.419

Review 8.  Denitrative Cross-Couplings of Nitrostyrenes.

Authors:  Michaela Marčeková; Branislav Ferko; Katarína Ráchel Detková; Pavol Jakubec
Journal:  Molecules       Date:  2020-07-27       Impact factor: 4.411

9.  Fe-Catalyzed Anaerobic Mukaiyama-Type Hydration of Alkenes using Nitroarenes.

Authors:  Anup Bhunia; Klaus Bergander; Constantin Gabriel Daniliuc; Armido Studer
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-03       Impact factor: 15.336
  9 in total

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