Synthesis of 3,4,5-Trisubstituted 1H-Pyrazoles Based on Diazoketones with a Diterpene Fragment

被引：0

作者：

Gindullina, G. M. ^{[1
]}

Nugumanov, T. R. ^{[1
]}

Sakhautdinov, I. M. ^{[1
]}

机构：

[1] Russian Acad Sci, Ufa Inst Chem, Ufa Fed Res Ctr, 69 Prosp Oktyabrya, Ufa 450054, Republic Of Bas, Russia

来源：

CHEMISTRY OF NATURAL COMPOUNDS | 2024年 / 60卷 / 06期

关键词：

allenoate; maleopimaric acid methyl ester; 3,4,5-trisubstituted 1H-pyrazole; diazoketone; acid chloride; 1,3-dipolar cycloaddition; 3-COMPONENT APPROACH; ONE-POT; PYRAZOLES;

D O I：

10.1007/s10600-024-04531-z

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new regioselective approach to the synthesis of 3,4,5-pyrazoles containing a diterpene moiety via 1,3-dipolar cycloaddition of diazoketones obtained from N-maleopimarimide-substituted amino acids to an allenoate was proposed.

引用

页码：1114 / 1118

页数：5

共 16 条

[1] Novel pyrazole derivatives as potential promising anti-inflammatory antimicrobial agents [J].

Bekhit, AA ;

Ashour, HMA ;

Guemei, AA .

ARCHIV DER PHARMAZIE, 2005, 338 (04) :167-174

[2]

Dore A, 2014, EUR J MED CHEM, V84, P181, DOI 10.1016/j.ejmech.2014.07.020

[3] Synthetic routes to 3(5)-phosphonylated pyrazoles [J].

Goulioukina, Nataliya S. ;

Makukhin, Nikolay N. ;

Beletskaya, Irina P. .

RUSSIAN CHEMICAL REVIEWS, 2016, 85 (07) :667-683

[4]

Greenstein J. P., 1965, CHEM AMINO ACIDS

[5] One-Pot, Three-Component Approach to the Synthesis of 3,4,5-Trisubstituted Pyrazoles [J].

Kamal, Ahmed ;

Sastry, K. N. Visweswara ;

Chandrasekhar, D. ;

Mani, Geeta Sai ;

Adiyala, Praveen Reddy ;

Nanubolu, Jagadeesh Babu ;

Singarapu, Kiran Kumar ;

Maurya, Ram Awatar .

JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (09) :4325-4335

[6] Pyrazole containing natural products: Synthetic preview and biological significance [J].

Kumar, Vinod ;

Kaur, Kamalneet ;

Gupta, Girish Kumar ;

Sharma, Anil Kumar .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 69 :735-753

[7] History of the development of azole derivatives [J].

Maertens, JA .

CLINICAL MICROBIOLOGY AND INFECTION, 2004, 10 :1-10

[8] Synthesis of New Pyrazoles and 1,2,3-Triazoles from Allenoates Based on N-Maleopimarimide-Substituted Proteinogenic Amino Acids [J].

Malikova, R. N. ;

Sakhautdinov, I. M. ;

Yunusov, M. S. .

CHEMISTRY OF NATURAL COMPOUNDS, 2019, 55 (01) :60-65

[9]

Malikova R. N., 2019, CANDIDATE DISSERTATI

[10] A simple, modular method for the synthesis of 3,4,5-trisubstituted pyrazoles [J].

McLaughlin, Mark ;

Marcantonio, Karen ;

Chen, Cheng-yi ;

Davies, Ian W. .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (11) :4309-4312

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