Superacid-promoted cyclodehydration leading to the imidazo[2,1-a] isoquinoline ring system

Anila Kethe; Rajasekhar Reddy Naredla; Douglas A. Klumpp

doi:10.1002/hlca.201200590

Superacid-promoted cyclodehydration leading to the imidazo[2,1-a] isoquinoline ring system

Anila Kethe, Rajasekhar Reddy Naredla, Douglas A. Klumpp

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

8 Scopus citations

Abstract

A series of heterocycle-substituted acetophenones were prepared and reacted with the Brønsted superacid CF₃SO₃H (triflic acid=trifluoromethanesulfonic acid). Cyclodehydration provided aryl-substituted imidazo[2,1-a]isoquinolines and related products (28-85%, seven examples). A mechanism is proposed involving dicationic intermediates.

Original language	English (US)
Pages (from-to)	1457-1461
Number of pages	5
Journal	Helvetica Chimica Acta
Volume	96
Issue number	8
DOIs	https://doi.org/10.1002/hlca.201200590
State	Published - Aug 2013
Externally published	Yes

Keywords

Cyclodehydration
Imidazo[2,1-a]isoquinoline
Superacids

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10.1002/hlca.201200590

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title = "Superacid-promoted cyclodehydration leading to the imidazo[2,1-a] isoquinoline ring system",

abstract = "A series of heterocycle-substituted acetophenones were prepared and reacted with the Br{\o}nsted superacid CF3SO3H (triflic acid=trifluoromethanesulfonic acid). Cyclodehydration provided aryl-substituted imidazo[2,1-a]isoquinolines and related products (28-85\%, seven examples). A mechanism is proposed involving dicationic intermediates.",

keywords = "Cyclodehydration, Imidazo[2,1-a]isoquinoline, Superacids",

author = "Anila Kethe and Naredla, \{Rajasekhar Reddy\} and Klumpp, \{Douglas A.\}",

year = "2013",

month = aug,

doi = "10.1002/hlca.201200590",

language = "English (US)",

volume = "96",

pages = "1457--1461",

journal = "Helvetica Chimica Acta",

issn = "0018-019X",

publisher = "Wiley-Blackwell",

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TY - JOUR

T1 - Superacid-promoted cyclodehydration leading to the imidazo[2,1-a] isoquinoline ring system

AU - Kethe, Anila

AU - Naredla, Rajasekhar Reddy

AU - Klumpp, Douglas A.

PY - 2013/8

Y1 - 2013/8

N2 - A series of heterocycle-substituted acetophenones were prepared and reacted with the Brønsted superacid CF3SO3H (triflic acid=trifluoromethanesulfonic acid). Cyclodehydration provided aryl-substituted imidazo[2,1-a]isoquinolines and related products (28-85%, seven examples). A mechanism is proposed involving dicationic intermediates.

AB - A series of heterocycle-substituted acetophenones were prepared and reacted with the Brønsted superacid CF3SO3H (triflic acid=trifluoromethanesulfonic acid). Cyclodehydration provided aryl-substituted imidazo[2,1-a]isoquinolines and related products (28-85%, seven examples). A mechanism is proposed involving dicationic intermediates.

KW - Cyclodehydration

KW - Imidazo[2,1-a]isoquinoline

KW - Superacids

UR - https://www.scopus.com/pages/publications/84882246988

UR - https://www.scopus.com/inward/citedby.url?scp=84882246988&partnerID=8YFLogxK

U2 - 10.1002/hlca.201200590

DO - 10.1002/hlca.201200590

M3 - Article

AN - SCOPUS:84882246988

SN - 0018-019X

VL - 96

SP - 1457

EP - 1461

JO - Helvetica Chimica Acta

JF - Helvetica Chimica Acta

IS - 8

ER -

Superacid-promoted cyclodehydration leading to the imidazo[2,1-a] isoquinoline ring system

Abstract

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