Copper, Silver and Sodium Salt-Mediated Quaternization by Arylation: Syntheses of N-Heterocyclic Carbene Precursors and 6-H-Phenanthridine Derivatives | Health & Environmental Research Online (HERO)

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HERO ID

4273271

Reference Type

Journal Article

Title

Copper, Silver and Sodium Salt-Mediated Quaternization by Arylation: Syntheses of N-Heterocyclic Carbene Precursors and 6-H-Phenanthridine Derivatives

Author(s)

Shen, W; Li, J; Zhang, C; Shi, M; Zhang, J

Year

2016

Is Peer Reviewed?

Yes

Journal

Chemistry - An Asian Journal
ISSN: 1861-4728
EISSN: 1861-471X

Volume

Issue

Page Numbers

1883-1886

Language

English

PMID

27214341

DOI

10.1002/asia.201600563

Web of Science Id

WOS:000379926000003

URL

https://www.scopus.com/inward/record.uri?eid=2-s2.0-84978044100&doi=10.1002%2fasia.201600563&partnerID=40&md5=6f36eb1401b93cba86c13a11258d1591
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Abstract

We have developed a Cu(II) -, Ag(I) -, and NaOTf-mediated intramolecular quaternization by arylation reactions to synthesize a variety of N-heterocyclic carbene (NHC) precursors with a benzene-fused backbone. The methodology also provides a convenient alternative route for the synthesis of 6-H-phenanthridine derivatives. A novel silver-NHC complex was prepared by treatment of Ag2 O with the free carbene, which was in situ prepared from the deprotonation of a representative quinazolinonium salt.