- Preparation method of carbonyl functionalized type aromatic carboxylic acid
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The invention discloses a preparation method of carbonyl functionalized type aromatic carboxylic acid. The preparation method comprises the following steps of enabling aromatic acid halide and methylbenzene to generate Friedel-Crafts reaction to produce a
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Paragraph 0016-0019
(2018/12/13)
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- A phosphane-free, atom-efficient cross-coupling reaction of triarylbismuths with acyl chlorides catalyzed by MCM-41-immobilized palladium complex
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The first phosphane-free, heterogeneous, atom-efficient cross-coupling reaction of triarylbismuths and acyl chlorides was achieved in N-methylpyrrolidone (NMP) with Bu3N as the base at 80 °C in the presence of 1.5 mol-% MCM-41-immobilized bidentate nitrogen palladium complex [MCM-41-2N-Pd(OAc)2, MCM = mobile crystalline material] to yield a variety of unsymmetrical biaryl ketones in good to excellent yields. This heterogeneous palladium catalyst exhibited a high activity, which was similar to that of Pd(PPh3)4. The catalyst can be recovered by a simple filtration of the reaction solution and recycled in at least 10 consecutive trials without any decrease in activity. Our system not only avoids the use of phosphane ligands, but also solves the basic problem of palladium catalyst recovery and reuse. The first phosphane-free, heterogeneous, atom-efficient cross-coupling reaction of triarylbismuth compounds and acyl chlorides was achieved in N-methylpyrrolidone with Bu3N as the base at 80 °C in the presence of 1.5 mol-% MCM-41-immobilized bidentate nitrogen palladium complex [MCM-41-2N-Pd(OAc)2] to yield a variety of unsymmetrical biaryl ketones in good to excellent yields. Copyright
- Zhao, Hong,Yin, Lin,Cai, Mingzhong
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p. 1337 - 1345
(2013/04/10)
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- Steric control in the synthesis of p-benziporphyrins. formation of a doubly n-confused benzihexaphyrin macrocycle
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The use of 1,4-phenylene-containing tripyrrane analogs provides a general route to expanded p-benziporphyrins. The course of macrocyclization shows a striking dependence on the steric bulk of meso substituents.
- Stepien, Marcin,Szyszko, Bartosz,Latos-Grazynski, Lechostaw
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supporting information; experimental part
p. 3930 - 3933
(2009/12/05)
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- Atom-efficient cross-coupling reactions of triarylbismuths with acyl chlorides under Pd(0) catalysis
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The atom-efficient cross-coupling reaction of triarylbismuths with a variety of aliphatic, aromatic, and hetero-aromatic acyl chlorides was demonstrated to afford high yields of cross-coupled ketones under palladium catalysis. The corresponding cross-coupling reaction with diacid chlorides also furnished bis-coupled ketones in good yields.
- Rao, Maddali L.N.,Venkatesh, Varadhachari,Banerjee, Debasis
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p. 12917 - 12926
(2008/03/28)
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- Synthesis of annularly functionalised BINOL-based chiral cyclophanes
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Chiral cyclophanes with annular functionality were synthesised by coupling carbonyl dibromides with (S)-BINOL. Semi-empirical calculations by MOPAC (PM3) were also performed on the cyclophanes prepared to view their cavity sizes.
- Srisailas, Muthialu,Rajakumar, Perumal
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p. 671 - 674
(2007/10/03)
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- Synthesis of annularly functionalized cyclophanes
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Friedel-Crafts reaction of m- and p-benzenedicarboxylic acid chlorides with toluene gave diketones. The dicarbonyl dibromides, obtained by NBS bromination of diketones were coupled with various dithiols and dihydroxy benzenes to give cyclophanes incorpora
- Rajakumar, Perumal,Srisailas, Muthialu,Kanagalatha, Rajagopal
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p. 5365 - 5371
(2007/10/03)
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- Palladium-Catalyzed Carbonylative Cross-Coupling Reaction of Arylboronic Acids with Aryl Electrophiles: Synthesis of Biaryl Ketones
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The carbonylative cross-coupling reaction of arylboronic acids with aryl electrophiles (ArI, ArBr, and ArOTf) to yield unsymmetrical biaryl ketones was carried out in anisole at 80°C in the presence of a palladium catalyst and a base. The reaction selectively proceeded under an atmospheric pressure of carbon monoxide when PdCl2(PPh3)2 (3 mol %)/K2CO3 (3 equiv) were used for aryl iodides and PdCl2(dppf) (3 mol %)/K2CO3 (3 equiv)/KI (3 equiv) for the bromides or the triflates. The carbonylation of arylboronic acids with benzyl halides gave aryl benzyl ketones.
- Ishiyama, Tatsuo,Kizaki, Hiroe,Hayashi, Takahiro,Suzuki, Akira,Miyaura, Norio
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p. 4726 - 4731
(2007/10/03)
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- Synthesis of carbonyl and dicarbonyl compounds from organometallic reagents and N-imidazolium-N-methyl amides and bis-amides
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A new method for the synthesis of selective acylating agents is described from the reaction of carboxylic acids with 3-methyl-1-methylamino-3H-imidazol-1-ium salts in the presence of appropriate coupling reagents. The amides and bis-amides thus prepared reacted selectively with organometallics to afford ketones and diketones and with DIBALH to give aldehydes and dialdehydes in high yields.
- De Las Heras, Maria A.,Vaquero, Juan J.,Garcia Navio, Jose L.,Alvarez-Builla, Julio
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p. 14297 - 14310
(2007/10/03)
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- Synthesis of unsymmetrical biaryl ketones via palladium-catalyzed carbonylative cross-coupling reaction of arylboronic acids with iodoarenes
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The cross-coupling reaction between arylboronic acids, carbon monoxide (1 atm), and aryl iodides in the presence of palladium catalyst and base provided unsymmetrical biaryl ketones in high yields. The choice of a suitable base and solvent was essential to achieve selective formation of the unsymmetrical biaryl ketone without a biaryl by-product.
- Ishiyama,Kizaki,Miyaura,Suzuki
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p. 7595 - 7598
(2007/10/02)
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