Recent Advances in the Chemistry of Pyrazoles. Part 2. Reactions and N-Heterocyclic Carbenes of Pyrazole

被引：66

作者：

Schmidt, Andreas ^{[1
]}

Dreger, Andrij ^{[1
]}

机构：

[1] Tech Univ Clausthal, Inst Organ Chem, D-38678 Clausthal Zellerfeld, Germany

来源：

CURRENT ORGANIC CHEMISTRY | 2011年 / 15卷 / 16期

关键词：

Alkylation; Alkenylation; Arylation; Halogenation; Nitration; Sulfonation; Suzuki-Miyaura reaction; Regioselectivity; Metalorganic reactions; Cyclic allenes; Pyrazolium salts; Rearrangement; STABLE 5-MEMBERED-RING ALLENES; CONJUGATED MESOMERIC BETAINES; NUCLEOPHILIC CARBENES; CATALYTIC-ACTIVITY; PALLADIUM(II) PYRAZOLIN-4-YLIDENES; DIAZAFULVENIUM METHIDES; NITROGEN-HETEROCYCLES; SUBSTITUTED PYRAZOLES; ACYLATION REACTIONS; EFFICIENT METHOD;

D O I：

10.2174/138527211796378497

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This review article summarizes progress in N-alkylations, N-alkenylations, N-and C-arylations and hetarylations, halogenations, as well as organometallic chemistry of pyrazoles mainly achieved during the last decade. In addition, the generation and chemistry of N-heterocyclic carbenes of pyrazole (pyrazol-3-ylidenes) and remote N-heterocyclic carbenes of pyrazole (pyrazol-4-ylidenes) are described.

引用

页码：2897 / 2920

页数：24

共 144 条

[1] Radical cyclisation onto pyrazoles: synthesis of withasomnine [J].

Allin, SM ;

Barton, WRS ;

Bowman, WR ;

McInally, T .

TETRAHEDRON LETTERS, 2002, 43 (23) :4191-4193

[2] Alkylation and arylation of pyrazoles under solvent-free conditions:: Conventional heating versus microwave irradiation [J].

Almena, I ;

Díez-Barra, E ;

de la Hoz, A ;

Ruiz, J ;

Sánchez-Migallón, A ;

Elguero, J .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1998, 35 (06) :1263-1268

[3] Copper-diamine-catalyzed N-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles [J].

Antilla, JC ;

Baskin, JM ;

Barder, TE ;

Buchwald, SL .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (17) :5578-5587

[4] Synthesis of 1-(2-aminoethyl)pyrazoles under phase-transfer catalysis [J].

Attaryan, O. S. ;

Baltayan, A. O. ;

Sagatelyan, R. E. ;

Takmazyan, K. Ts. .

RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2008, 78 (01) :136-138

[5] ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .78. HYDRAZINOLYSIS OF ALKYNYLCARBENE COMPLEXES OF CHROMIUM AND TUNGSTEN - FORMATION OF HYDRAZINOCARBENE, IMIDATE, PYRAZOLIDINYLIDENE, AND NITRILE COMPLEXES [J].

AUMANN, R ;

JASPER, B ;

FROHLICH, R .

ORGANOMETALLICS, 1995, 14 (05) :2447-2455

[6] KINETICS AND MECHANISM OF HETEROAROMATIC NITRATION .2. PYRAZOLE AND IMIDAZOLE [J].

AUSTIN, MW ;

BLACKBOR.JR ;

RIDD, JH ;

SMITH, BV .

JOURNAL OF THE CHEMICAL SOCIETY, 1965, (FEB) :1051-&

[7] Alkylation of Pyrazoles with Ethylene Chlorohydrin under Phase Transfer Catalysis [J].

Baltayan, A. O. ;

Rstakyan, V. I. ;

Antanosyan, S. K. ;

Kinoyan, F. S. ;

Attaryan, O. S. ;

Asratyan, G. V. .

RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2009, 79 (11) :2417-2419

[8] SULPHONATION OF ARYLPYRAZOLES .2. SOME 1-PHENYLPYRAZOLE SULPHONIC ACIDS AND THEIR DERIVATIVES [J].

BARRY, WJ ;

FINAR, IL ;

KHATKHATE, GV .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (09) :1120-+

[9] ALKYLATION, ACYLATION AND SILYLATION OF AZOLES [J].

BEGTRUP, M ;

LARSEN, P .

ACTA CHEMICA SCANDINAVICA, 1990, 44 (10) :1050-1057

[10]

Behr L.C., 1967, CHEM HETEROCYCLIC CO, V22, P10

← 1 2 3 4 5 6 7 8 9 10 →