A novel one-pot synthesis of 2-arylpyrazoloquinolinone derivatives

En Chiuan Chang, Ya Lan Wen, Chun Hsi Chang, Yun-Hwei Shen, Shaw Bing Wen, Mou Yung Yeh, Fung Fuh Wong

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Two regioisomers of 2-arylpyrazolo[3,4-c]quinolin-4(5H)-ones and 2-arylpyrazolo[4,3-c]quinolin-4(5H)-ones were synthesized by utilizing 3-arylsydnones, ethyl 3-bromopropynoate, and 2-aminophenylboronic acid pinacol ester in presence of catalytic agent Pd(PPh 3) 4. This efficient one-pot synthesis methodology involved 1,3-dipolar cycloaddition, Suzuki coupling reaction, and intramolecular cyclization three sequence steps.

Original languageEnglish
Pages (from-to)5920-5924
Number of pages5
JournalTetrahedron
Volume68
Issue number29
DOIs
Publication statusPublished - 2012 Jul 22

Fingerprint

Cycloaddition
Cyclization
Cycloaddition Reaction
Esters
Derivatives
3-aminobenzeneboronic acid

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Chang, E. C., Wen, Y. L., Chang, C. H., Shen, Y-H., Wen, S. B., Yeh, M. Y., & Wong, F. F. (2012). A novel one-pot synthesis of 2-arylpyrazoloquinolinone derivatives. Tetrahedron, 68(29), 5920-5924. https://doi.org/10.1016/j.tet.2012.04.093
Chang, En Chiuan ; Wen, Ya Lan ; Chang, Chun Hsi ; Shen, Yun-Hwei ; Wen, Shaw Bing ; Yeh, Mou Yung ; Wong, Fung Fuh. / A novel one-pot synthesis of 2-arylpyrazoloquinolinone derivatives. In: Tetrahedron. 2012 ; Vol. 68, No. 29. pp. 5920-5924.
@article{35f5f93632fb4e909d96a4f309e95ebb,
title = "A novel one-pot synthesis of 2-arylpyrazoloquinolinone derivatives",
abstract = "Two regioisomers of 2-arylpyrazolo[3,4-c]quinolin-4(5H)-ones and 2-arylpyrazolo[4,3-c]quinolin-4(5H)-ones were synthesized by utilizing 3-arylsydnones, ethyl 3-bromopropynoate, and 2-aminophenylboronic acid pinacol ester in presence of catalytic agent Pd(PPh 3) 4. This efficient one-pot synthesis methodology involved 1,3-dipolar cycloaddition, Suzuki coupling reaction, and intramolecular cyclization three sequence steps.",
author = "Chang, {En Chiuan} and Wen, {Ya Lan} and Chang, {Chun Hsi} and Yun-Hwei Shen and Wen, {Shaw Bing} and Yeh, {Mou Yung} and Wong, {Fung Fuh}",
year = "2012",
month = "7",
day = "22",
doi = "10.1016/j.tet.2012.04.093",
language = "English",
volume = "68",
pages = "5920--5924",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "29",

}

Chang, EC, Wen, YL, Chang, CH, Shen, Y-H, Wen, SB, Yeh, MY & Wong, FF 2012, 'A novel one-pot synthesis of 2-arylpyrazoloquinolinone derivatives', Tetrahedron, vol. 68, no. 29, pp. 5920-5924. https://doi.org/10.1016/j.tet.2012.04.093

A novel one-pot synthesis of 2-arylpyrazoloquinolinone derivatives. / Chang, En Chiuan; Wen, Ya Lan; Chang, Chun Hsi; Shen, Yun-Hwei; Wen, Shaw Bing; Yeh, Mou Yung; Wong, Fung Fuh.

In: Tetrahedron, Vol. 68, No. 29, 22.07.2012, p. 5920-5924.

Research output: Contribution to journalArticle

TY - JOUR

T1 - A novel one-pot synthesis of 2-arylpyrazoloquinolinone derivatives

AU - Chang, En Chiuan

AU - Wen, Ya Lan

AU - Chang, Chun Hsi

AU - Shen, Yun-Hwei

AU - Wen, Shaw Bing

AU - Yeh, Mou Yung

AU - Wong, Fung Fuh

PY - 2012/7/22

Y1 - 2012/7/22

N2 - Two regioisomers of 2-arylpyrazolo[3,4-c]quinolin-4(5H)-ones and 2-arylpyrazolo[4,3-c]quinolin-4(5H)-ones were synthesized by utilizing 3-arylsydnones, ethyl 3-bromopropynoate, and 2-aminophenylboronic acid pinacol ester in presence of catalytic agent Pd(PPh 3) 4. This efficient one-pot synthesis methodology involved 1,3-dipolar cycloaddition, Suzuki coupling reaction, and intramolecular cyclization three sequence steps.

AB - Two regioisomers of 2-arylpyrazolo[3,4-c]quinolin-4(5H)-ones and 2-arylpyrazolo[4,3-c]quinolin-4(5H)-ones were synthesized by utilizing 3-arylsydnones, ethyl 3-bromopropynoate, and 2-aminophenylboronic acid pinacol ester in presence of catalytic agent Pd(PPh 3) 4. This efficient one-pot synthesis methodology involved 1,3-dipolar cycloaddition, Suzuki coupling reaction, and intramolecular cyclization three sequence steps.

UR - http://www.scopus.com/inward/record.url?scp=84862024636&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84862024636&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2012.04.093

DO - 10.1016/j.tet.2012.04.093

M3 - Article

VL - 68

SP - 5920

EP - 5924

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 29

ER -