One-pot triflic anhydride-mediated synthesis of 1,2-disubstituted 2-imidazolines from N-(2-haloethyl)amides and amines

Alyssa A. Ellsworth; Christina L. Magyar; Grace E. Hubbell; Chelsea C. Theisen; Daniel Holmes; R. Adam Mosey

doi:10.1016/j.tet.2016.08.040

One-pot triflic anhydride-mediated synthesis of 1,2-disubstituted 2-imidazolines from N-(2-haloethyl)amides and amines

Alyssa A. Ellsworth
, Christina L. Magyar
, Grace E. Hubbell
, Chelsea C. Theisen
, Daniel Holmes
, R. Adam Mosey

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

11 Scopus citations

Abstract

A one-pot synthesis of 1,2-disubstituted 2-imidazolines from N-(2-haloethyl)amides has been developed. The reaction affords high yields of diverse 1,2-disubstituted 2-imidazolines from triflic anhydride-mediated dehydration of amides followed by installation of a primary amine.

Original language	English
Pages (from-to)	6380-6389
Number of pages	10
Journal	Tetrahedron
Volume	72
Issue number	41
DOIs	https://doi.org/10.1016/j.tet.2016.08.040
State	Published - 2016
Externally published	Yes

Keywords

2-Imidazoline
Amidine
exo-Cyclization
Triflic anhydride

Access to Document

10.1016/j.tet.2016.08.040

Cite this

@article{31df77d311c743b99cd21e757fde90b5,

title = "One-pot triflic anhydride-mediated synthesis of 1,2-disubstituted 2-imidazolines from N-(2-haloethyl)amides and amines",

abstract = "A one-pot synthesis of 1,2-disubstituted 2-imidazolines from N-(2-haloethyl)amides has been developed. The reaction affords high yields of diverse 1,2-disubstituted 2-imidazolines from triflic anhydride-mediated dehydration of amides followed by installation of a primary amine.",

keywords = "2-Imidazoline, Amidine, exo-Cyclization, Triflic anhydride",

author = "Ellsworth, \{Alyssa A.\} and Magyar, \{Christina L.\} and Hubbell, \{Grace E.\} and Theisen, \{Chelsea C.\} and Daniel Holmes and Mosey, \{R. Adam\}",

note = "Publisher Copyright: {\textcopyright} 2016 Elsevier Ltd",

year = "2016",

doi = "10.1016/j.tet.2016.08.040",

language = "English",

volume = "72",

pages = "6380--6389",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd",

number = "41",

}

TY - JOUR

T1 - One-pot triflic anhydride-mediated synthesis of 1,2-disubstituted 2-imidazolines from N-(2-haloethyl)amides and amines

AU - Ellsworth, Alyssa A.

AU - Magyar, Christina L.

AU - Hubbell, Grace E.

AU - Theisen, Chelsea C.

AU - Holmes, Daniel

AU - Mosey, R. Adam

PY - 2016

Y1 - 2016

N2 - A one-pot synthesis of 1,2-disubstituted 2-imidazolines from N-(2-haloethyl)amides has been developed. The reaction affords high yields of diverse 1,2-disubstituted 2-imidazolines from triflic anhydride-mediated dehydration of amides followed by installation of a primary amine.

AB - A one-pot synthesis of 1,2-disubstituted 2-imidazolines from N-(2-haloethyl)amides has been developed. The reaction affords high yields of diverse 1,2-disubstituted 2-imidazolines from triflic anhydride-mediated dehydration of amides followed by installation of a primary amine.

KW - 2-Imidazoline

KW - Amidine

KW - exo-Cyclization

KW - Triflic anhydride

UR - https://www.scopus.com/pages/publications/84987948220

U2 - 10.1016/j.tet.2016.08.040

DO - 10.1016/j.tet.2016.08.040

M3 - Article

AN - SCOPUS:84987948220

SN - 0040-4020

VL - 72

SP - 6380

EP - 6389

JO - Tetrahedron

JF - Tetrahedron

IS - 41

ER -

One-pot triflic anhydride-mediated synthesis of 1,2-disubstituted 2-imidazolines from N-(2-haloethyl)amides and amines

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this