Porous Organic Polymer-Derived Nanopalladium Catalysts for Chemoselective Synthesis of Antitumor Benzofuro[2,3- b]pyrazine from 2-Bromophenol and Isonitriles

Mao-Rui Wang; Li Deng; Guo-Chen Liu; Ling Wen; Jin-Ge Wang; Ke-Bin Huang; Hai-Tao Tang; Ying-Ming Pan

doi:10.1021/acs.orglett.9b01230

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Porous Organic Polymer-Derived Nanopalladium Catalysts for Chemoselective Synthesis of Antitumor Benzofuro[2,3- b]pyrazine from 2-Bromophenol and Isonitriles

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Porous Organic Polymer-Derived Nanopalladium Catalysts for Chemoselective Synthesis of Antitumor Benzofuro[2,3- b]pyrazine from 2-Bromophenol and Isonitriles

Mao-Rui Wang, Li Deng, Guo-Chen Liu, Ling Wen, Jin-Ge Wang, Ke-Bin Huang, Hai-Tao Tang and Ying-Ming Pan

Organic letters, Vol.21(13), pp.4929-4932

07/05/2019

DOI: https://doi.org/10.1021/acs.orglett.9b01230

PMID: 31082239

Abstract

An efficient strategy for the synthesis of benzofuro[2,3- b]pyrazines was developed. These tricyclic scaffolds were formed through a multistep cascade sequence, which includes double insertion of isonitriles and chemoselective bicyclization. In this reaction, a nanopalladium was used as a recyclable catalyst. Product 3w exhibited excellent anticancer activity toward T-24 (IC = 12.5 ± 0.9 μM) and HeLa (IC= 14.7 ± 1.6 μM) cells. We also explored the action mechanism of 3w on T-24 cells.

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Title: Porous Organic Polymer-Derived Nanopalladium Catalysts for Chemoselective Synthesis of Antitumor Benzofuro[2,3- b]pyrazine from 2-Bromophenol and Isonitriles
Creators: Mao-Rui Wang - State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources , School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University , Guilin 541004 , People's Republic of China
Li Deng - State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources , School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University , Guilin 541004 , People's Republic of China
Guo-Chen Liu - State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources , School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University , Guilin 541004 , People's Republic of China
Ling Wen - State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources , School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University , Guilin 541004 , People's Republic of China
Jin-Ge Wang - State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources , School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University , Guilin 541004 , People's Republic of China
Ke-Bin Huang - State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources , School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University , Guilin 541004 , People's Republic of China
Hai-Tao Tang - State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources , School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University , Guilin 541004 , People's Republic of China
Ying-Ming Pan - State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources , School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University , Guilin 541004 , People's Republic of China
Publication Details: Organic letters, Vol.21(13), pp.4929-4932
Publisher: United States
Identifiers: 9923972827901921
Academic Unit: Department of Chemistry
Language: English
Resource Type: Journal article

Porous Organic Polymer-Derived Nanopalladium Catalysts for Chemoselective Synthesis of Antitumor Benzofuro[2,3- b]pyrazine from 2-Bromophenol and Isonitriles

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