Synthesis of Benzofuroquinolines via Phosphine-Free Direct Arylation of 4-Phenoxyquinolines in Air

Rachel M. Shanahan; Aobha Hickey; F. Jerry Reen; Fergal O'Gara; Gerard P. McGlacken

doi:10.1002/ejoc.201800923

Synthesis of Benzofuroquinolines via Phosphine-Free Direct Arylation of 4-Phenoxyquinolines in Air

Rachel M. Shanahan
, Aobha Hickey
, F. Jerry Reen
, Fergal O'Gara
, Gerard P. McGlacken

Curtin University

Research output: Contribution to journal › Article › peer-review

Abstract

A palladium-catalysed, phosphine-free, direct arylation of 4-phenoxyquinolines, in air is described. Using an intramolecular approach, the ring-closed products are formed in yields of up to 95 %. This approach allows access to a range of benzofuroquinolines. An array of functional groups on both the quinoline and phenoxy rings are tolerated.

Original language	English
Pages (from-to)	6140-6149
Number of pages	10
Journal	European Journal of Organic Chemistry
Volume	2018
Issue number	44
DOIs	https://doi.org/10.1002/ejoc.201800923
Publication status	Published - 2 Dec 2018

Keywords

CH activation
Direct arylation
Quinoline
Ring closure

Access to Document

10.1002/ejoc.201800923

Cite this

@article{3cf587f4e8394f3b99caf64a830b2700,

title = "Synthesis of Benzofuroquinolines via Phosphine-Free Direct Arylation of 4-Phenoxyquinolines in Air",

abstract = "A palladium-catalysed, phosphine-free, direct arylation of 4-phenoxyquinolines, in air is described. Using an intramolecular approach, the ring-closed products are formed in yields of up to 95 \%. This approach allows access to a range of benzofuroquinolines. An array of functional groups on both the quinoline and phenoxy rings are tolerated.",

keywords = "CH activation, Direct arylation, Quinoline, Ring closure",

author = "Shanahan, \{Rachel M.\} and Aobha Hickey and Reen, \{F. Jerry\} and Fergal O'Gara and McGlacken, \{Gerard P.\}",

note = "Publisher Copyright: {\textcopyright} 2018 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2018",

month = dec,

day = "2",

doi = "10.1002/ejoc.201800923",

language = "English",

volume = "2018",

pages = "6140--6149",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "44",

}

TY - JOUR

T1 - Synthesis of Benzofuroquinolines via Phosphine-Free Direct Arylation of 4-Phenoxyquinolines in Air

AU - Shanahan, Rachel M.

AU - Hickey, Aobha

AU - Reen, F. Jerry

AU - O'Gara, Fergal

AU - McGlacken, Gerard P.

PY - 2018/12/2

Y1 - 2018/12/2

N2 - A palladium-catalysed, phosphine-free, direct arylation of 4-phenoxyquinolines, in air is described. Using an intramolecular approach, the ring-closed products are formed in yields of up to 95 %. This approach allows access to a range of benzofuroquinolines. An array of functional groups on both the quinoline and phenoxy rings are tolerated.

AB - A palladium-catalysed, phosphine-free, direct arylation of 4-phenoxyquinolines, in air is described. Using an intramolecular approach, the ring-closed products are formed in yields of up to 95 %. This approach allows access to a range of benzofuroquinolines. An array of functional groups on both the quinoline and phenoxy rings are tolerated.

KW - CH activation

KW - Direct arylation

KW - Quinoline

KW - Ring closure

UR - https://www.scopus.com/pages/publications/85054310499

U2 - 10.1002/ejoc.201800923

DO - 10.1002/ejoc.201800923

M3 - Article

AN - SCOPUS:85054310499

SN - 1434-193X

VL - 2018

SP - 6140

EP - 6149

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 44

ER -

Synthesis of Benzofuroquinolines via Phosphine-Free Direct Arylation of 4-Phenoxyquinolines in Air

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this