Fast condensation of cyclohexanone with 2-aminobenzonitrile at room temperature catalysed by an N-heterocyclic carbene

Bin Zhen; Qingze Jiao; Yaping Zhang; Qin Wu; Hansheng Li; Daxin Shi; Jiarong Li

doi:10.1016/j.catcom.2012.11.029

Fast condensation of cyclohexanone with 2-aminobenzonitrile at room temperature catalysed by an N-heterocyclic carbene

Bin Zhen, Qingze Jiao, Yaping Zhang, Qin Wu, Hansheng Li^*, Daxin Shi, Jiarong Li

^*Corresponding author for this work

Beijing Institute of Technology

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

9 Citations (Scopus)

Abstract

A fast condensation of cyclohexanone with 2-aminobenzonitrile catalysed by N-heterocyclic carbene 1,3-dipropylimidazole-2-ylidene (NHC-PPIm) at room temperature was discovered. NHC-PPIm was prepared via concentration of a 1,3-dipropylimidazolium hydroxide aqueous solution and showed excellent catalytic activity in the condensation reaction for the synthesis of quinazolinone. A possible catalytic mechanism was proposed based on the umpolung of cyclohexanone.

Original language	English
Pages (from-to)	1-4
Number of pages	4
Journal	Catalysis Communications
Volume	32
DOIs	https://doi.org/10.1016/j.catcom.2012.11.029
Publication status	Published - 5 Feb 2013

Keywords

2-Aminobenzonitrile
Condensation
Cyclohexanone
Keywords
N-heterocyclic carbene
Quinazolinone

Access to Document

10.1016/j.catcom.2012.11.029

Cite this

@article{e3bae4f02a0f4b6f9cf9d194b39ad688,

title = "Fast condensation of cyclohexanone with 2-aminobenzonitrile at room temperature catalysed by an N-heterocyclic carbene",

abstract = "A fast condensation of cyclohexanone with 2-aminobenzonitrile catalysed by N-heterocyclic carbene 1,3-dipropylimidazole-2-ylidene (NHC-PPIm) at room temperature was discovered. NHC-PPIm was prepared via concentration of a 1,3-dipropylimidazolium hydroxide aqueous solution and showed excellent catalytic activity in the condensation reaction for the synthesis of quinazolinone. A possible catalytic mechanism was proposed based on the umpolung of cyclohexanone.",

keywords = "2-Aminobenzonitrile, Condensation, Cyclohexanone, Keywords, N-heterocyclic carbene, Quinazolinone",

author = "Bin Zhen and Qingze Jiao and Yaping Zhang and Qin Wu and Hansheng Li and Daxin Shi and Jiarong Li",

year = "2013",

month = feb,

day = "5",

doi = "10.1016/j.catcom.2012.11.029",

language = "English",

volume = "32",

pages = "1--4",

journal = "Catalysis Communications",

issn = "1566-7367",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - Fast condensation of cyclohexanone with 2-aminobenzonitrile at room temperature catalysed by an N-heterocyclic carbene

AU - Zhen, Bin

AU - Jiao, Qingze

AU - Zhang, Yaping

AU - Wu, Qin

AU - Li, Hansheng

AU - Shi, Daxin

AU - Li, Jiarong

PY - 2013/2/5

Y1 - 2013/2/5

N2 - A fast condensation of cyclohexanone with 2-aminobenzonitrile catalysed by N-heterocyclic carbene 1,3-dipropylimidazole-2-ylidene (NHC-PPIm) at room temperature was discovered. NHC-PPIm was prepared via concentration of a 1,3-dipropylimidazolium hydroxide aqueous solution and showed excellent catalytic activity in the condensation reaction for the synthesis of quinazolinone. A possible catalytic mechanism was proposed based on the umpolung of cyclohexanone.

AB - A fast condensation of cyclohexanone with 2-aminobenzonitrile catalysed by N-heterocyclic carbene 1,3-dipropylimidazole-2-ylidene (NHC-PPIm) at room temperature was discovered. NHC-PPIm was prepared via concentration of a 1,3-dipropylimidazolium hydroxide aqueous solution and showed excellent catalytic activity in the condensation reaction for the synthesis of quinazolinone. A possible catalytic mechanism was proposed based on the umpolung of cyclohexanone.

KW - 2-Aminobenzonitrile

KW - Condensation

KW - Cyclohexanone

KW - Keywords

KW - N-heterocyclic carbene

KW - Quinazolinone

UR - http://www.scopus.com/inward/record.url?scp=84871373503&partnerID=8YFLogxK

U2 - 10.1016/j.catcom.2012.11.029

DO - 10.1016/j.catcom.2012.11.029

M3 - Article

AN - SCOPUS:84871373503

SN - 1566-7367

VL - 32

SP - 1

EP - 4

JO - Catalysis Communications

JF - Catalysis Communications

ER -

Fast condensation of cyclohexanone with 2-aminobenzonitrile at room temperature catalysed by an N-heterocyclic carbene

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this