Nevertheless, the one-pot synthesis of 4-aryl and 4-vinylquinolines 4 starting from 1 represents a more interesting challenge. [17] In order to achieve this goal , we investigated the development of a one-pot/two-step synthetic protocol.... more
Nevertheless, the one-pot synthesis of 4-aryl and 4-vinylquinolines 4 starting from 1 represents a more interesting challenge. [17] In order to achieve this goal , we investigated the development of a one-pot/two-step synthetic protocol. NaI (2 equiv) was added to 1a in ethanol at 80 °C ...
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ABSTRACT Vinyl and aryl triflates react with methyl α-acetamidoacrylate in the presence of catalytic amounts of palladium to give ß-vinyl and ß-aryl-αß-didehydro-α-aminoacid derivatives in good to high yields. A variety of reaction... more
ABSTRACT Vinyl and aryl triflates react with methyl α-acetamidoacrylate in the presence of catalytic amounts of palladium to give ß-vinyl and ß-aryl-αß-didehydro-α-aminoacid derivatives in good to high yields. A variety of reaction conditions were examined. Vinyl triflates give good results in the presence of both Pd(OAc)2(PPh3)2/n-Bu3N and Pd(OAc)2/NaHCO3/n-BU4NCl. In most cases however because of simplicity high yields and reaction rate the Pd(OAc)2/AcOK combination appears to be the system of choice. The behaviour of aryl triflates is less homogeneous. Best results were obtained in the presence of the Pd(OAc)2/n-Bu3N/DPPF/LiCl and Pdt(OAc)2/NaHCO3/n-Bu4NCl systems.
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ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select... more
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
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... 9) m (B) -(CHg) 4~ HC ^d 54 ( -, 6) n (A) Et Me H 24 56 ( -, 9) 0 (A) Me Me H 24 55 ( -, 6) P (B)MeO' 4-MeO0 12 ... In some cases it is possible and convenient to carry out the reductive arylation of the carbon-carbon triple... more
... 9) m (B) -(CHg) 4~ HC ^d 54 ( -, 6) n (A) Et Me H 24 56 ( -, 9) 0 (A) Me Me H 24 55 ( -, 6) P (B)MeO' 4-MeO0 12 ... In some cases it is possible and convenient to carry out the reductive arylation of the carbon-carbon triple bond by simply adding the palladium catalyst, the base, the ...
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A variety of 5-vinyl-4-pentynoic acids (12 examples) have been prepared in good to high yield by reacting vinyl triflates (1-cycloalkenyl trifluoromethanesulfonates) and 4-pentynoic acid at room temperature in dimethyl sulfoxide in the... more
A variety of 5-vinyl-4-pentynoic acids (12 examples) have been prepared in good to high yield by reacting vinyl triflates (1-cycloalkenyl trifluoromethanesulfonates) and 4-pentynoic acid at room temperature in dimethyl sulfoxide in the presence of diethylamine or ...
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PergamonTetrahedron 55 (1999)1323313250 Synthesis of Functionalised Quinolines through Tandem Addition Annulation Reactions of (2Aminophenyl)a,Ynones Antonio Arcadia, Fabio Marinellia, Elisabetta Rossib TETRAHEDRON ' Dipartimento di... more
PergamonTetrahedron 55 (1999)1323313250 Synthesis of Functionalised Quinolines through Tandem Addition Annulation Reactions of (2Aminophenyl)a,Ynones Antonio Arcadia, Fabio Marinellia, Elisabetta Rossib TETRAHEDRON ' Dipartimento di Cbimica Ingegneria ...
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ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select... more
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
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ABSTRACT 3-Unsubstituted indoles undergo regioselective alkylation at the 3-position of the indole nucleus through gold-catalyzed conjugated addition type reaction with α,β-enones. 3-Substituted indoles undergo C-2 alkylation. Sequential... more
ABSTRACT 3-Unsubstituted indoles undergo regioselective alkylation at the 3-position of the indole nucleus through gold-catalyzed conjugated addition type reaction with α,β-enones. 3-Substituted indoles undergo C-2 alkylation. Sequential C-3/C-2 gold catalyzed alkylation of the indole with dibenzylidene acetone gives a polycyclic indole b-annulated with a seven-membered cycle.
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α-Iodoenones can be efficiently employed as organic electrophiles in the Pd-catalyzed synthesis of 2, 3-disubstituted indoles from 2-alkynyltrifluoroacetanilides. Best results were obtained using the weak ligand As (Ph) 3. The methodology... more
α-Iodoenones can be efficiently employed as organic electrophiles in the Pd-catalyzed synthesis of 2, 3-disubstituted indoles from 2-alkynyltrifluoroacetanilides. Best results were obtained using the weak ligand As (Ph) 3. The methodology reported provides an efficient ...
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ABSTRACT Electrolysis in a divided cell (nitroalkanes or methanol, in the absence of solvent and supporting electrolyte, as catholite) gave functionalized 4-alkylquinolines in moderate to high yields through a sequential alkylative... more
ABSTRACT Electrolysis in a divided cell (nitroalkanes or methanol, in the absence of solvent and supporting electrolyte, as catholite) gave functionalized 4-alkylquinolines in moderate to high yields through a sequential alkylative heterocyclization of beta-(2-aminophenyl)-alpha,beta-ynones. The sequential alkylative heterocyclization process can be extended to the reaction of beta-(2-aminophenyl)-alpha,beta-ynones with 1,3-dicarbonyls by galvanostatic electrolysis of these latter derivatives in a tetraethyl ammonium tetrafluoroborate-N,N-dimethylformamide solution.
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... Antonio Arcadi a , Sandro Cacchi, * b and Fabio Marinelli a. ... Antonio Arcadi,a Sandro Cacchi,b' Fabio Marinellia a) Dipanimento di Chimica, Ingegneria Chimica a Materiali, Universita degli Studi. V. Assergi 4,167100... more
... Antonio Arcadi a , Sandro Cacchi, * b and Fabio Marinelli a. ... Antonio Arcadi,a Sandro Cacchi,b' Fabio Marinellia a) Dipanimento di Chimica, Ingegneria Chimica a Materiali, Universita degli Studi. V. Assergi 4,167100 L'Aquila, Italy. ...
Abstract The readily available 2-substituted 5-acetyl-4-thiazolyl triflates 2are useful building blocks for the preparation of functionalised thiazoles by means of palladium-catalysed cross-coupling reactions with organometallic reagents... more
Abstract The readily available 2-substituted 5-acetyl-4-thiazolyl triflates 2are useful building blocks for the preparation of functionalised thiazoles by means of palladium-catalysed cross-coupling reactions with organometallic reagents and alkoxycarbonylation and ...
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ABSTRACT The AuIII-catalyzed reactions of 7-azaindole derivatives with α,β-enones are described. Factors that can direct the C-3- versus N-1-alkylation reaction on the 7-azaindole nucleus are explored. The AuIII-catalyzed reaction of... more
ABSTRACT The AuIII-catalyzed reactions of 7-azaindole derivatives with α,β-enones are described. Factors that can direct the C-3- versus N-1-alkylation reaction on the 7-azaindole nucleus are explored. The AuIII-catalyzed reaction of 7-azaindole with β-unsubstituted α,β-enones afforded 1-substituted7-azaindoles through an aza-Michael-type reaction. Incontrast, 6-substituted 7-azaindoles underwent regioselective C-3-alkylation through a Na[AuCl4]·2H2O-catalyzed conjugate addition-type reaction. Analogously, the Na[AuCl4]·2H2O-catalyzed reaction of 7-azaindole derivatives with β-aryl-substituted α,β-enones gave 3-substituted 7-azaindoles in moderate-to-satisfactory yields. Moreover, the Na[AuCl4]·2H2O-catalyzed reaction of 1-substituted 7-azaindoles with α,β-enones allowed an easy entry to 1,3-disubstituted 7-azaindoles in moderate-to-high yields. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
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ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full... more
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
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ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select... more
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.