Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters

Jichang Wu; Chengli Mou; Yonggui Robin Chi

doi:10.1002/cjoc.201700773

Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters

Jichang Wu, Chengli Mou^*, Yonggui Robin Chi

^*Corresponding author for this work

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

23 Citations (Scopus)

Abstract

A carbene-catalyzed ester activation reaction for the synthesis of multi-substituted benzenes is developed. Tetra-substituted benzene compounds are efficiently synthesized through this methodology. Compared with aldehyde substrates used in previous reports, the ester substrates used here are much more readily available and inexpensive. In addition, the TEMPO oxidant used here is more inexpensive than the quinones commonly used in related carbene-catalyzed reactions.

Original language	English
Pages (from-to)	333-337
Number of pages	5
Journal	Chinese Journal of Chemistry
Volume	36
Issue number	4
DOIs	https://doi.org/10.1002/cjoc.201700773
Publication status	Published - Apr 1 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2018 SIOC, CAS, Shanghai, & WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

ASJC Scopus Subject Areas

General Chemistry

Keywords

benzene synthesis
carboxylic ester
N-heterocyclic carbene
organocatalysis
TEMPO oxidation

Access to Document

10.1002/cjoc.201700773

Cite this

@article{63e542a00ca74386b9089ada342a0752,

title = "Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters",

abstract = "A carbene-catalyzed ester activation reaction for the synthesis of multi-substituted benzenes is developed. Tetra-substituted benzene compounds are efficiently synthesized through this methodology. Compared with aldehyde substrates used in previous reports, the ester substrates used here are much more readily available and inexpensive. In addition, the TEMPO oxidant used here is more inexpensive than the quinones commonly used in related carbene-catalyzed reactions.",

keywords = "benzene synthesis, carboxylic ester, N-heterocyclic carbene, organocatalysis, TEMPO oxidation",

author = "Jichang Wu and Chengli Mou and Chi, {Yonggui Robin}",

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

year = "2018",

month = apr,

day = "1",

doi = "10.1002/cjoc.201700773",

language = "English",

volume = "36",

pages = "333--337",

journal = "Chinese Journal of Chemistry",

issn = "1001-604X",

publisher = "Shanghai Institute of Organic Chemistry",

number = "4",

}

TY - JOUR

T1 - Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters

AU - Wu, Jichang

AU - Mou, Chengli

AU - Chi, Yonggui Robin

PY - 2018/4/1

Y1 - 2018/4/1

N2 - A carbene-catalyzed ester activation reaction for the synthesis of multi-substituted benzenes is developed. Tetra-substituted benzene compounds are efficiently synthesized through this methodology. Compared with aldehyde substrates used in previous reports, the ester substrates used here are much more readily available and inexpensive. In addition, the TEMPO oxidant used here is more inexpensive than the quinones commonly used in related carbene-catalyzed reactions.

AB - A carbene-catalyzed ester activation reaction for the synthesis of multi-substituted benzenes is developed. Tetra-substituted benzene compounds are efficiently synthesized through this methodology. Compared with aldehyde substrates used in previous reports, the ester substrates used here are much more readily available and inexpensive. In addition, the TEMPO oxidant used here is more inexpensive than the quinones commonly used in related carbene-catalyzed reactions.

KW - benzene synthesis

KW - carboxylic ester

KW - N-heterocyclic carbene

KW - organocatalysis

KW - TEMPO oxidation

UR - http://www.scopus.com/inward/record.url?scp=85042669355&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85042669355&partnerID=8YFLogxK

U2 - 10.1002/cjoc.201700773

DO - 10.1002/cjoc.201700773

M3 - Article

AN - SCOPUS:85042669355

SN - 1001-604X

VL - 36

SP - 333

EP - 337

JO - Chinese Journal of Chemistry

JF - Chinese Journal of Chemistry

IS - 4

ER -

Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

Access to Document

Other files and links

Fingerprint

Cite this