3-Pyrazolines (2,3-dihydro-1H-pyrazoles): synthesis, reactivity, and physical and biological properties

被引：2

作者：

de la Hoz, Antonio ^{[1
]}

Claramunt, Rosa M. ^{[2
]}

Elguero, Jose ^{[3
]}

Alkorta, Ibon ^{[3
]}

机构：

[1] Univ Castilla La Mancha, Fac Ciencias & Tecnol Quim, Avda Camilo Jose Cela 10, E-13071 Ciudad Real, Spain

[2] UNED, Fac Ciencias, Dept Quim Organ & Bioorgan, Senda Rey 9, E-28040 Madrid, Spain

[3] CSIC, Inst Quim Med, Juan Cierva 3, E-28006 Madrid, Spain

来源：

ARKIVOC | 2021年

关键词：

Pyrazolines; dihydropyrazoles; tautomerism; protonation; NMR; X-ray structures; ONE-POT SYNTHESIS; PHOSPHINE-CATALYZED ANNULATIONS; ALUMINUM-HYDRIDE REDUCTION; PHENYL-SUBSTITUTED AZOLES; AZOMETHINE IMINES; 1,3-DIPOLAR CYCLOADDITIONS; CHEMICAL-SHIFTS; C-13; NMR; N; N-BICYCLIC PYRAZOLIDINONES; REGIOSELECTIVE SYNTHESIS;

D O I：

10.24820/ark.5550190.p011.521

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This account provides a summary of the current knowledge on 3-pyrazolines, an important but rather neglected field of heterocyclic chemistry. The review is divided into sections on the synthesis, reactivity, structure and biological properties and covers the literature from 1937 to 2020. In an effort to clarify some results, theoretical calculations were carried out anew.

引用

页码：75 / 129

页数：55

共 197 条

[81]

2-J

[82] TORSIONAL ANGLES AND SUBSTITUENT EFFECTS IN PHENYL-SUBSTITUTED AZOLES BY C-13 NMR CHEMICAL-SHIFTS [J].

FONG, CW .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1980, 33 (08) :1763-1770

[83] The mechanism of the cycloaddition reaction of 1,3-dipole molecules with acetylene: an investigation with the unified reaction valley approach [J].

Freindorf, Marek ;

Sexton, Thomas ;

Kraka, Elfi ;

Cremer, Dieter .

THEORETICAL CHEMISTRY ACCOUNTS, 2013, 133 (01) :1-18

[84] Synthesis of some thiochromeno[4,3-c]- and [3,4-c]-pyrazoles [J].

Gabbutt, CD ;

Hepworth, JD ;

Heron, BM ;

Coles, SJ ;

Hursthouse, MB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (17) :2930-2938

[85] Unraveling the Selectivity Patterns in Phosphine-Catalyzed Annulations of Azomethine Imines and Allenoates [J].

Gallardo-Fuentes, Sebastian ;

Ormazabal-Toledo, Rodrigo ;

Fernandez, Israel .

JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (14) :9272-9280

[86]

GIBERT JP, 1977, J HETEROCYCLIC CHEM, V14, P253

[87]

GODIN J, 1968, B SOC CHIM FR, P4229

[88]

Golic L, 2001, ARKIVOC, Vv, P87

[89] Regioselective synthesis of silylated pyrazolines and indazolines by reaction of pyrazolium and indazolium salts with silyllithium reagents [J].

González-Nogal, AM ;

Calle, M ;

Calvo, LA ;

Cuadrado, P ;

González-Ortega, A .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (21) :4663-4669

[90] Silylated azolium salts and their applications in the synthesis of azolines and β-enaminoketones bearing allyl-, vinyl-, and acylsilane or α-silylketone units [J].

Gonzalez-Nogal, Ana M. ;

Calle, Mariola .

TETRAHEDRON, 2009, 65 (28) :5472-5483

← 4 5 6 7 8 9 10 11 12 13 →