Literature DB >> 28403607

Copper-Catalyzed Dicarbofunctionalization of Unactivated Olefins by Tandem Cyclization/Cross-Coupling.

Surendra Thapa1, Prakash Basnet1, Ramesh Giri1.   

Abstract

We present a strategy that difunctionalizes unactivated olefins in 1,2-positions with two carbon-based entities. This method utilizes alkyl/arylzinc reagents derived from olefin-tethered alkyl/aryl halides that undergo radical cyclization to generate C(sp3)-Cu complexes in situ, which are intercepted with aryl and heteroaryl iodides. A variety of (arylmethyl)carbo- and heterocycles (N, O) can be synthesized with this new method.

Entities:  

Year:  2017        PMID: 28403607     DOI: 10.1021/jacs.7b01922

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


  15 in total

1.  Enantioselective Radical Addition/Cross-Coupling of Organozinc Reagents, Alkyl Iodides, and Alkenyl Boron Reagents.

Authors:  Matteo Chierchia; Peilin Xu; Gabriel J Lovinger; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-28       Impact factor: 15.336

2.  Asymmetric Cationic Polymerization of Benzofuran through a Reversible Chain-Transfer Mechanism: Optically Active Polybenzofuran with Controlled Molecular Weights.

Authors:  Mineto Uchiyama; Daichi Watanabe; Yuhei Tanaka; Kotaro Satoh; Masami Kamigaito
Journal:  J Am Chem Soc       Date:  2022-06-03       Impact factor: 16.383

3.  An Expedient Route to 9-arylmethylanthracene Derivatives via Tandem Ni-catalyzed Alkene Dicarbofunctionalization and Acid-promoted Cyclization-aromatization.

Authors:  Doleshwar Niroula; Rishi R Sapkota; Roshan K Dhungana; Bijay Shrestha; Ramesh Giri
Journal:  Isr J Chem       Date:  2020-02-14       Impact factor: 3.333

4.  Mechanism of Ni-Catalyzed Reductive 1,2-Dicarbofunctionalization of Alkenes.

Authors:  Qiao Lin; Tianning Diao
Journal:  J Am Chem Soc       Date:  2019-10-28       Impact factor: 15.419

5.  Ni(I)-Catalyzed β,δ-Vinylarylation of γ,δ-Alkenyl α-Cyanocarboxylic Esters via Contraction of Transient Nickellacycles.

Authors:  Roshan K Dhungana; Shekhar Kc; Prakash Basnet; Vivek Aryal; Lucas J Chesley; Ramesh Giri
Journal:  ACS Catal       Date:  2019-10-29       Impact factor: 13.700

6.  Transition Metal (Ni, Cu, Pd)-Catalyzed Alkene Dicarbofunctionalization Reactions.

Authors:  Laura M Wickham; Ramesh Giri
Journal:  Acc Chem Res       Date:  2021-08-12       Impact factor: 24.466

7.  Nickel-catalyzed difunctionalization of allyl moieties using organoboronic acids and halides with divergent regioselectivities.

Authors:  Wanfang Li; Jie Kang Boon; Yu Zhao
Journal:  Chem Sci       Date:  2017-10-26       Impact factor: 9.825

8.  Ni-catalysed regioselective 1,2-diarylation of unactivated olefins by stabilizing Heck intermediates as pyridylsilyl-coordinated transient metallacycles.

Authors:  Surendra Thapa; Roshan K Dhungana; Rajani Thapa Magar; Bijay Shrestha; Shekhar Kc; Ramesh Giri
Journal:  Chem Sci       Date:  2017-11-27       Impact factor: 9.825

Review 9.  Recent Advances in Phthalan and Coumaran Chemistry.

Authors:  Efimov Ilya; Larisa Kulikova; Erik V Van der Eycken; Leonid Voskressensky
Journal:  ChemistryOpen       Date:  2018-11-23       Impact factor: 2.911

10.  Nickel-Catalyzed Asymmetric Reductive Diarylation of Vinylarenes.

Authors:  David Anthony; Qiao Lin; Judith Baudet; Tianning Diao
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-11       Impact factor: 15.336

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