Transition‐Metal‐Free Intermolecular Hydrocarbonation of Styrenes Mediated by NaH/1,10‐Phenanthroline-Reference-Cited by-同舟云学术

Transition‐Metal‐Free Intermolecular Hydrocarbonation of Styrenes Mediated by NaH/1,10‐Phenanthroline

Published:2023-02-28 Issue:18 Volume:29 Page:
ISSN:0947-6539
Container-title:Chemistry – A European Journal
language:en
Short-container-title:Chemistry A European J

Author:

Nozawa‐Kumada Kanako¹^ORCID,Onuma So¹,Ono Kanako¹,Kumagai Tomohiro¹,Iwakawa Yuki¹,Sato Katsuhiko²^ORCID,Shigeno Masanori¹^ORCID,Kondo Yoshinori¹^ORCID

Affiliation:

1. Graduate School of Pharmaceutical Sciences Tohoku University 6-3 Aoba, Aramaki, Aoba-ku Sendai 980-8578 Japan

2. Faculty of Pharmaceutical Science Tohoku Medical and Pharmaceutical University 4-4-1 Komatsushima, Aoba-ku Sendai 981-8558 Japan

Abstract

AbstractA transition‐metal‐free intermolecular coupling reaction of halocompounds with styrenes in the presence of NaH and 1,10‐phenanthroline was developed. This reaction afforded hydrocarbonated products with complete anti‐Markovnikov selectivity. The method allows the use of a wide range of halocompounds, including aryl and alkyl halides, and good functional group tolerance. Detailed mechanistic studies indicated that an anilide anion generated in situ by the NaH‐mediated reduction of 1,10‐phenanthroline works as an electron donor and a hydrogen source.

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/chem.202203143

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