Regioselective syntheses of fully-substituted 1,2,3-triazoles: the CuAAC/C-H bond functionalization nexus

被引：220

作者：

Ackermann, Lutz ^{[1
]}

Potukuchi, Harish Kumar ^{[1
]}

机构：

[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 20期

关键词：

PALLADIUM-CATALYZED ARYLATION; AZIDE-ALKYNE CYCLOADDITION; MEDIATED DIRECT ARYLATION; CROSS-COUPLING REACTIONS; C-H; CARBON-HYDROGEN; CLICK CHEMISTRY; ARYL CHLORIDES; 1,3-DIPOLAR CYCLOADDITIONS; DIRECT ALKYNYLATION;

D O I：

10.1039/c0ob00212g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regioselective syntheses of 1,4,5-trisubstituted 1,2,3- triazoles were accomplished by three different strategies, relying on (i) the interception of stoichiometrically formed 5-cuprated-1,2,3-triazoles, (ii) the use of stoichiometrically functionalized alkynes or (iii) catalytic C-H bond functionalizations. This perspective article summarizes progress in this research area until June 2010.

引用

页码：4503 / 4513

页数：11

共 135 条

[11] Metal-catalyzed direct alkylations of (hetero)arenes via C-H bond cleavages with unactivated alkyl halides
Ackermann, Lutz
[J]. CHEMICAL COMMUNICATIONS, 2010, 46 (27) : 4866 - 4877
[12] Palladium-Catalyzed Dehydrogenative Direct Arylations of 1,2,3-Triazoles
Ackermann, Lutz
Jeyachandran, Rajkumar
Potukuchi, Harish K.
Novak, Petr
Buettner, Lea
[J]. ORGANIC LETTERS, 2010, 12 (09) : 2056 - 2059
[13] Palladium-Catalyzed Direct Arylations, Alkenylations, and Benzylations through C-H Bond Cleavages with Sulfamates or Phosphates as Electrophiles
Ackermann, Lutz
Barfuesser, Sebastian
Pospech, Jola
[J]. ORGANIC LETTERS, 2010, 12 (04) : 724 - 726
[14] Transition-Metal-Catalyzed Direct Arylation of (Hetero)Arenes by C-H Bond Cleavage
Ackermann, Lutz
Vicente, Ruben
Kapdi, Anant R.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (52) : 9792 - 9826
[15] Regioselective Ruthenium-Catalyzed Direct Benzylations of Arenes through C-H Bond Cleavages
Ackermann, Lutz
Novak, Petr
[J]. ORGANIC LETTERS, 2009, 11 (21) : 4966 - 4969
[16] Catalytic Direct Arylations in Polyethylene Glycol (PEG): Recyclable Palladium(0) Catalyst for C-H Bond Cleavages in the Presence of Air
Ackermann, Lutz
Vicente, Ruben
[J]. ORGANIC LETTERS, 2009, 11 (21) : 4922 - 4925
[17] Ruthenium-Catalyzed Direct Arylations of N-Aryl 1,2,3-Triazoles with Aryl Chlorides as Electrophiles
Ackermann, Lutz
Born, Robert
Vicente, Ruben
[J]. CHEMSUSCHEM, 2009, 2 (06) : 546 - 549
[18] Ruthenium-Catalyzed Regioselective Direct Alkylation of Arenes with Unactivated Alkyl Halides through C-H Bond Cleavage
Ackermann, Lutz
Novak, Petr
Vicente, Ruben
Hofmann, Nora
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (33) : 6045 - 6048
[19] Palladium-Catalyzed Direct Arylations of Heteroarenes with Tosylates and Mesylates
Ackermann, Lutz
Althammer, Andreas
Fenner, Sabine
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (01) : 201 - 204
[20] Enhanced reactivity of dinuclear Copper(I) acetylides in dipolar cycloadditions
Ahlquist, Marten
Fokin, Valery V.
[J]. ORGANOMETALLICS, 2007, 26 (18) : 4389 - 4391

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