- Intramolecular Acylation of Unactivated Pyridines or Arenes via Multiple C-H Functionalizations: Synthesis of All Four Azafluorenones and Fluorenones
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An unprecedented intramolecular acylation of unactivated pyridines via multiple C(sp3/sp2)-H functionalizations of a methyl, hydroxymethyl, or aldehyde group has been developed providing a general access to all four azafluorenones. The application of this protocol is further demonstrated to the synthesis of azafluorenone related fused nitrogen heterocycles and fluorenones. In addition, design and synthesis of a novel fluorene based organic emitter for potential use in organic light emitting devices (OLEDs) is also reported.
- Laha, Joydev K.,Jethava, Krupal P.,Patel, Sagarkumar,Patel, Ketul V.
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- Water-soluble palladacycles containing hydroxymethyl groups: Synthesis, crystal structures and use as catalysts for amination and Suzuki coupling of reactions
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Two water-soluble monophosphine [PPh3 and 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl(Sphos)]-palladacycles containing hydroxymethyl groups 2-3 were prepared by cyclopalladation and chloride bridge-splitting reactions. The complexes were characterized by elemental analysis, ESI-MS and NMR. In addition, single-crystal X-ray analysis reveals that they have one-dimensional lamellar structures involving intermolecular hydrogen bonds and π-π interactions. The use of these palladacycles as catalysts for amination and Suzuki coupling of aryl chlorides in water was investigated. Complex 3 was found to be very efficient for these coupling reactions. Additionally, it was also successfully used in Suzuki coupling of (hydroxymethyl)phenylboronic acid for the synthesis of substituted 2-N-heterocyclic biarylmethanols.
- Han, Xin,Li, Hong-Mei,Xu, Chen,Xiao, Zhi-Qiang,Wang, Zhi-Qiang,Fu, Wei-Jun,Hao, Xin-Qi,Song, Mao-Ping
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p. 403 - 411
(2016/04/19)
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- Naphthidine di(radical cation)s-stabilized palladium nanoparticles for efficient catalytic Suzuki-Miyaura cross-coupling reactions
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Stable Pd(0) nanoparticles were prepared at room temperature in 1,4-dioxane from PdCl2 using N,N′-bis(4-methoxyphenyl)-(1,1′-binaphthyl)-4,4′-diamine (naphthidine) as reducing and stabilizing agent. This procedure resulted in Pd(0) particles possessing an average diameter of ca. 25 nm stabilized against aggregation due to a barrier of the naphthidine di(radical cation) Napht2.2+. These particles were evaluated for their capability to act as catalysts in Suzuki-Miyaura coupling reactions. The Pd(0)/Napht2.2+ provides a general and convenient method to prepare biaryls from aryl bromides or iodides and boronic acids with a broad range of functional groups in 1,4-dioxane at 80 °C and under aerobic conditions.
- Desmarets, Christophe,Omar-Amrani, Rafik,Walcarius, Alain,Lambert, Jacques,Champagne, Beno?t,Fort, Yves,Schneider, Rapha?l
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p. 372 - 381
(2008/04/01)
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- Inhibition of nucleoside transport by new analogues of 4- nitrobenzylthioinosine: Replacement of the ribose moiety by substituted benzyl groups
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4-Nitrobenzylthioinosine (NBTI, 1) is a well-known inhibitor for the nucleoside transport protein ENT1. However, its highly polar nature is unfavorable for oral absorption and/or penetration into the CNS. In the search for compounds with lower polarity th
- Tromp, Reynier A.,Van Ameijde, Susan,Pütz, Claudia,Sundermann, Corinna,Sundermann, Bernd,Von Frijtag Drabbe Künzel, Jacobien K.,Ijzerman, Adriaan P.
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p. 5441 - 5450
(2007/10/03)
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- Reductive cleavage of benzannelated cyclic ethers and amines: Synthetic applications
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Reduction of symmetrical intramolecular diarylmethyl ethers (3a and 8a) and amines (3b and 8b) with alkali metals in THF allows the generation of unsymmetrical oxy- or amino-functionalised arylmethyl organometallics. Such intermediates were successfully trapped with various electrophiles, allowing a new access to unsymmetrically 2,2'-disubstituted-1,1'-biaryls (5aa-5bf) and 1,8-disubstituted naphthalenes (10aa-10be). (C) 2000 Elsevier Science Ltd.
- Azzena, Ugo,Demartis, Salvatore,Pilo, Luciano,Piras, Elisabetta
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p. 8375 - 8382
(2007/10/03)
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- Novel Reduction of Carboxylic Acids, Esters, Amides and Nitriles Using Samarium Diiodide in the Presence of Water
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Aromatic carboxylic acids, esters, amides, nitriles, chlorides, ketones and nitro compounds were rapidly reduced by the samarium diiodide-H2O system to the corresponding products at room temperature in good yields.
- Kamochi, Yasuko,Kudo, Tadahiro
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p. 1495 - 1498
(2007/10/02)
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