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Literature DB >> 12047154

Cobalt-catalyzed Heck-type reaction of alkyl halides with styrenes.

Yousuke Ikeda¹, Tomoaki Nakamura, Hideki Yorimitsu, Koichiro Oshima.

Abstract

A cobalt complex, CoCl2[1,6-bis(diphenylphosphino)hexane], catalyzes an alkylation reaction of styrenes in the presence of Me3SiCH2MgCl in ether to yield beta-alkylstyrenes. A variety of alkyl halides including alkyl chlorides can be employed as an alkyl source. A radical mechanism is strongly suggested for this alkylation reaction.

Entities: Chemical

Year: 2002 PMID： 12047154 DOI： 10.1021/ja026296l

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

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Cited

17 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. 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

3. Transition-Metal (Pd, Ni, Mn)-Catalyzed C-C Bond Constructions Involving Unactivated Alkyl Halides and Fundamental Synthetic Building Blocks.

Authors: Megan R Kwiatkowski; Erik J Alexanian
Journal: Acc Chem Res Date: 2019-03-25 Impact factor: 22.384

Cobalt-catalyzed Heck-type reaction of alkyl halides with styrenes.

1. Heck Reaction of Electronically Diverse Tertiary Alkyl Halides.

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

3. Transition-Metal (Pd, Ni, Mn)-Catalyzed C-C Bond Constructions Involving Unactivated Alkyl Halides and Fundamental Synthetic Building Blocks.

4. Copper-catalyzed enantioselective intramolecular alkene amination/intermolecular Heck-type coupling cascade.

5. Suzuki-Miyaura cross-coupling reactions of potassium vinyltrifluoroborate with aryl and heteroaryl electrophiles.

6. Controlling Non-Native Cobalamin Reactivity and Catalysis in the Transcription Factor CarH.

7. Cobalamin-Mediated Electrocatalytic Reduction of Ethyl Chloroacetate in Dimethylformamide.

8. Ti-Catalyzed Radical Alkylation of Secondary and Tertiary Alkyl Chlorides Using Michael Acceptors.

9. Transition-Metal-Catalyzed Alkyl Heck-Type Reactions.

10. Organozinc pivalates for cobalt-catalyzed difluoroalkylarylation of alkenes.