General synthesis of pyrido[1,2-a]indoles via Pd-catalyzed cyclization of o-picolylbromoarenes

Padon Chuentragool; Zhou Li; Katrina Randle; Faraj Mahchi; Ishmael Ochir; Shadi Assaf; Vladimir Gevorgyan

doi:10.1016/j.jorganchem.2018.03.003

General synthesis of pyrido[1,2-a]indoles via Pd-catalyzed cyclization of o-picolylbromoarenes

Padon Chuentragool, Zhou Li, Katrina Randle, Faraj Mahchi, Ishmael Ochir, Shadi Assaf, Vladimir Gevorgyan

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

14 Scopus citations

Abstract

An efficient Pd-catalyzed cyclization of o-picolylbromoarenes into pyridoindoles has been developed. This novel transformation, which proceeds through a not common for Pd catalysis L-to X-type pyridine ligand swap, provides an efficient route to aryl-, as well as to cyanopyrido[1,2-a]indoles, not easily accessible by existing cyclization methods.

Original language	English (US)
Pages (from-to)	273-277
Number of pages	5
Journal	Journal of Organometallic Chemistry
Volume	867
DOIs	https://doi.org/10.1016/j.jorganchem.2018.03.003
State	Published - Jul 15 2018
Externally published	Yes

Keywords

Cyanopyridoindole
C–N coupling
Palladium-catalyzed
Picolyl L-X-type ligand
pyrido[1,2-a]indole

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

Access to Document

10.1016/j.jorganchem.2018.03.003

Cite this

@article{b8ea4a1943d54094b5e77841e43015bd,

title = "General synthesis of pyrido[1,2-a]indoles via Pd-catalyzed cyclization of o-picolylbromoarenes",

abstract = "An efficient Pd-catalyzed cyclization of o-picolylbromoarenes into pyridoindoles has been developed. This novel transformation, which proceeds through a not common for Pd catalysis L-to X-type pyridine ligand swap, provides an efficient route to aryl-, as well as to cyanopyrido[1,2-a]indoles, not easily accessible by existing cyclization methods.",

keywords = "Cyanopyridoindole, C–N coupling, Palladium-catalyzed, Picolyl L-X-type ligand, pyrido[1,2-a]indole",

author = "Padon Chuentragool and Zhou Li and Katrina Randle and Faraj Mahchi and Ishmael Ochir and Shadi Assaf and Vladimir Gevorgyan",

note = "Funding Information: We thank National Science Foundation ( CHE-1362541 , CHE-1663779 ) for support of this work. Publisher Copyright: {\textcopyright} 2018",

year = "2018",

month = jul,

day = "15",

doi = "10.1016/j.jorganchem.2018.03.003",

language = "English (US)",

volume = "867",

pages = "273--277",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier",

}

TY - JOUR

T1 - General synthesis of pyrido[1,2-a]indoles via Pd-catalyzed cyclization of o-picolylbromoarenes

AU - Chuentragool, Padon

AU - Li, Zhou

AU - Randle, Katrina

AU - Mahchi, Faraj

AU - Ochir, Ishmael

AU - Assaf, Shadi

AU - Gevorgyan, Vladimir

PY - 2018/7/15

Y1 - 2018/7/15

N2 - An efficient Pd-catalyzed cyclization of o-picolylbromoarenes into pyridoindoles has been developed. This novel transformation, which proceeds through a not common for Pd catalysis L-to X-type pyridine ligand swap, provides an efficient route to aryl-, as well as to cyanopyrido[1,2-a]indoles, not easily accessible by existing cyclization methods.

AB - An efficient Pd-catalyzed cyclization of o-picolylbromoarenes into pyridoindoles has been developed. This novel transformation, which proceeds through a not common for Pd catalysis L-to X-type pyridine ligand swap, provides an efficient route to aryl-, as well as to cyanopyrido[1,2-a]indoles, not easily accessible by existing cyclization methods.

KW - Cyanopyridoindole

KW - C–N coupling

KW - Palladium-catalyzed

KW - Picolyl L-X-type ligand

KW - pyrido[1,2-a]indole

UR - http://www.scopus.com/inward/record.url?scp=85043509898&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85043509898&partnerID=8YFLogxK

U2 - 10.1016/j.jorganchem.2018.03.003

DO - 10.1016/j.jorganchem.2018.03.003

M3 - Article

AN - SCOPUS:85043509898

SN - 0022-328X

VL - 867

SP - 273

EP - 277

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

ER -

General synthesis of pyrido[1,2-a]indoles via Pd-catalyzed cyclization of o-picolylbromoarenes

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this