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

doi:10.1016/j.tet.2012.04.093

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

Department of Resources Engineering

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

8 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 language	English
Pages (from-to)	5920-5924
Number of pages	5
Journal	Tetrahedron
Volume	68
Issue number	29
DOIs	https://doi.org/10.1016/j.tet.2012.04.093
Publication status	Published - 2012 Jul 22

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2012.04.093

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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 Shen, {Yun Hwei} and Wen, {Shaw Bing} and Yeh, {Mou Yung} and Wong, {Fung Fuh}",

note = "Funding Information: We are grateful to the China Medical University ( CMU100-ASIA-17 ) and the National Science Council of Republic of China for financial support ( NSC-99-2320-B-039-014-MY3 ). This study is also supported in part by Taiwan Department of Health Clinical Trial and Research Center of Excellence ( DOH100-TD-B-111-004 ). ",

year = "2012",

month = jul,

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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",

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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

N1 - Funding Information: We are grateful to the China Medical University ( CMU100-ASIA-17 ) and the National Science Council of Republic of China for financial support ( NSC-99-2320-B-039-014-MY3 ). This study is also supported in part by Taiwan Department of Health Clinical Trial and Research Center of Excellence ( DOH100-TD-B-111-004 ).

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.

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DO - 10.1016/j.tet.2012.04.093

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SP - 5920

EP - 5924

JO - Tetrahedron

JF - Tetrahedron

IS - 29

ER -

A novel one-pot synthesis of 2-arylpyrazoloquinolinone derivatives

Abstract

All Science Journal Classification (ASJC) codes

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