Literature DB >> 24757051

Palladium-catalyzed Heck-type cross-couplings of unactivated alkyl iodides.

Caitlin M McMahon1, Erik J Alexanian.   

Abstract

A palladium-catalyzed, intermolecular Heck-type coupling of alkyl iodides and alkenes is described. This process is successful with a variety of primary and secondary unactivated alkyl iodides as reaction partners, including those with hydrogen atoms in the β position. The mild catalytic conditions enable intermolecular C-C bond formations with a diverse set of alkyl iodides and alkenes, including substrates containing base- or nucleophile-sensitive functionality.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkenes; alkyl halides; cross-coupling; homogeneous catalysis; palladium

Mesh：

Substances：

Year:  2014        PMID： 24757051     DOI： 10.1002/anie.201311323

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  22 in total

1.  Heck Reaction of Electronically Diverse Tertiary Alkyl Halides.

Authors:  Daria Kurandina; Mónica Rivas; Maxim Radzhabov; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2018-01-05       Impact factor: 6.005

2.  Palladium-Catalyzed Carbocyclizations of Unactivated Alkyl Bromides with Alkenes Involving Auto-tandem Catalysis.

Authors:  Alexander R O Venning; Megan R Kwiatkowski; Joan E Roque Peña; Brendan C Lainhart; Akil A Guruparan; Erik J Alexanian
Journal:  J Am Chem Soc       Date:  2017-08-14       Impact factor: 15.419

3.  Visible Light-Induced Room-Temperature Heck Reaction of Functionalized Alkyl Halides with Vinyl Arenes/Heteroarenes.

Authors:  Daria Kurandina; Marvin Parasram; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2017-10-09       Impact factor: 15.336

4.  Utilizing Carbonyl Coordination of Native Amides for Palladium-Catalyzed C(sp3 )-H Olefination.

Authors:  Hojoon Park; Yang Li; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-04       Impact factor: 15.336

5.  Palladium-catalyzed, ring-forming aromatic C-H alkylations with unactivated alkyl halides.

Authors:  Alexander R O Venning; Patrick T Bohan; Erik J Alexanian
Journal:  J Am Chem Soc       Date:  2015-03-16       Impact factor: 15.419

6.  Aliphatic Radical Relay Heck Reaction at Unactivated C(sp3 )-H Sites of Alcohols.

Authors:  Padon Chuentragool; Dongari Yadagiri; Taiki Morita; Sumon Sarkar; Marvin Parasram; Yang Wang; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-17       Impact factor: 15.336

7.  Ligand-Enabled β-C(sp3)-H Olefination of Free Carboxylic Acids.

Authors:  Zhe Zhuang; Chang-Bin Yu; Gang Chen; Qing-Feng Wu; Yi Hsiao; Candice L Joe; Jennifer X Qiao; Michael A Poss; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2018-08-02       Impact factor: 15.419

8.  Nickel-Catalyzed Mizoroki-Heck-Type Reactions of Unactivated Alkyl Bromides.

Authors:  Megan R Kwiatkowski; Erik J Alexanian
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-20       Impact factor: 15.336

9.  Manganese-Catalyzed Carboacylations of Alkenes with Alkyl Iodides.

Authors:  Caitlin M McMahon; Matthew S Renn; Erik J Alexanian
Journal:  Org Lett       Date:  2016-08-09       Impact factor: 6.005

10.  Ligand-Enabled γ-C(sp(3))-H Olefination of Amines: En Route to Pyrrolidines.

Authors:  Heng Jiang; Jian He; Tao Liu; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2016-02-04       Impact factor: 15.419
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