A convenient four-component one-pot strategy toward the synthesis of pyrazolo[3,4-d]pyrimidines

Mingxing Liu; Jiarong Li; Hongxin Chai; Kai Zhang; Deli Yang; Qi Zhang; Daxin Shi

doi:10.3762/bjoc.11.229

A convenient four-component one-pot strategy toward the synthesis of pyrazolo[3,4-d]pyrimidines

Mingxing Liu, Jiarong Li, Hongxin Chai, Kai Zhang, Deli Yang, Qi Zhang, Daxin Shi^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

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

8 Citations (Scopus)

Abstract

An efficient one-pot synthesis of pyrazolo[3,4-d]pyrimidine derivatives by the four-component condensation of hydrazines, methylenemalononitriles, aldehydes and alcohols has been developed via two different reaction pathways. The structures of target products were characterized by IR spectroscopy, NMR (¹H and ¹³C) spectroscopy and HRMS (ESI) spectrometry. The crystal structure of 4-ethoxy-6-(2-nitrophenyl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine was determined by single crystal X-ray diffraction.

Original language	English
Pages (from-to)	2125-2131
Number of pages	7
Journal	Beilstein Journal of Organic Chemistry
Volume	11
DOIs	https://doi.org/10.3762/bjoc.11.229
Publication status	Published - 6 Nov 2015

Keywords

Four-component
One-pot
Pyrazolo[3,4-d]pyrimidine
Sodium alkoxide

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10.3762/bjoc.11.229

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title = "A convenient four-component one-pot strategy toward the synthesis of pyrazolo[3,4-d]pyrimidines",

abstract = "An efficient one-pot synthesis of pyrazolo[3,4-d]pyrimidine derivatives by the four-component condensation of hydrazines, methylenemalononitriles, aldehydes and alcohols has been developed via two different reaction pathways. The structures of target products were characterized by IR spectroscopy, NMR (1H and 13C) spectroscopy and HRMS (ESI) spectrometry. The crystal structure of 4-ethoxy-6-(2-nitrophenyl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine was determined by single crystal X-ray diffraction.",

keywords = "Four-component, One-pot, Pyrazolo[3,4-d]pyrimidine, Sodium alkoxide",

author = "Mingxing Liu and Jiarong Li and Hongxin Chai and Kai Zhang and Deli Yang and Qi Zhang and Daxin Shi",

note = "Publisher Copyright: {\textcopyright} 2015 Liu et al; licensee Beilstein-Institut.",

year = "2015",

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doi = "10.3762/bjoc.11.229",

language = "English",

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T1 - A convenient four-component one-pot strategy toward the synthesis of pyrazolo[3,4-d]pyrimidines

AU - Liu, Mingxing

AU - Li, Jiarong

AU - Chai, Hongxin

AU - Zhang, Kai

AU - Yang, Deli

AU - Zhang, Qi

AU - Shi, Daxin

PY - 2015/11/6

Y1 - 2015/11/6

N2 - An efficient one-pot synthesis of pyrazolo[3,4-d]pyrimidine derivatives by the four-component condensation of hydrazines, methylenemalononitriles, aldehydes and alcohols has been developed via two different reaction pathways. The structures of target products were characterized by IR spectroscopy, NMR (1H and 13C) spectroscopy and HRMS (ESI) spectrometry. The crystal structure of 4-ethoxy-6-(2-nitrophenyl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine was determined by single crystal X-ray diffraction.

AB - An efficient one-pot synthesis of pyrazolo[3,4-d]pyrimidine derivatives by the four-component condensation of hydrazines, methylenemalononitriles, aldehydes and alcohols has been developed via two different reaction pathways. The structures of target products were characterized by IR spectroscopy, NMR (1H and 13C) spectroscopy and HRMS (ESI) spectrometry. The crystal structure of 4-ethoxy-6-(2-nitrophenyl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine was determined by single crystal X-ray diffraction.

KW - Four-component

KW - One-pot

KW - Pyrazolo[3,4-d]pyrimidine

KW - Sodium alkoxide

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DO - 10.3762/bjoc.11.229

M3 - Article

AN - SCOPUS:84961797484

SN - 1860-5397

VL - 11

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EP - 2131

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

A convenient four-component one-pot strategy toward the synthesis of pyrazolo[3,4-d]pyrimidines

Abstract

Keywords

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