Journal ArticleDOI
Correlation of the von Braun, Ritter, Bischler-Napieralski, Beckmann and Schmidt reactions via nitrilium salt intermediates
Gabor Fodor,S. Nagubandi +1 more
TLDR
The Bischler-Napieralski dihydroisoquinoline synthesis from N-arylethyl-amides was proven to occur via the imidoyl chlorides and the corresponding nitrilium salt.About:
This article is published in Tetrahedron.The article was published on 1980-01-01. It has received 171 citations till now. The article focuses on the topics: Nitrilium & Ritter reaction.read more
Citations
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Beckmann Rearrangement of Oximes under Very Mild Conditions
TL;DR: A variety of ketoximes, easily prepared from the corresponding ketones, undergo the Beckmann rearrangement upon treatment with 2,4,6-trichloro[1,3,5]triazine in N,N-dimethylformamide at room temperature in excellent yields.
Journal ArticleDOI
A silver-catalyzed domino route toward 1,2-dihydroquinoline derivatives from simple anilines and alkynes.
Yumei Luo,Zigang Li,Chao-Jun Li +2 more
TL;DR: A silver-catalyzed domino reaction of simple anilines and alkynes generates 1,2-dihydroquinoline derivatives efficiently and is applicable to high-performance liquid chromatography of Na6(CO3)(SO4)2, Na2SO4, and Na2CO3.
Journal ArticleDOI
Nickel-catalyzed cyclization of 2-iodoanilines with aroylalkynes: an efficient route for quinoline derivatives.
TL;DR: An efficient and convenient nickel-catalyzed cyclization of 2-iodoanilines with alkynyl aryl ketones to give 2,4-disubstituted quinolines was developed and can be employed for the synthesis of naturally occurring quinoline derivatives in good yields.
Journal ArticleDOI
Pyrylium Salts via Electrophilic Cyclization: Applications for Novel 3-Arylisoquinoline Syntheses
John D. Tovar,Timothy M. Swager +1 more
TL;DR: In this paper, a novel acid-induced cyclization of ortho-alkynylated aromatic carbonyl functionalities into the isobenzopyrylium salts was proposed, where the cyclization requires substrates with phenyl-substituted alkalines to obtain the desired reactivity.
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Trifluoromethanesulfonic anhydride–4-(N,N-dimethylamino)pyridine as a reagent combination for effecting Bischler–Napieraiski cyclisation under mild conditions: application to total syntheses of the Amaryllidaceae alkaloids N-methylcrinasiadine, anhydrolycorinone, hippadine and oxoassoanine
Martin G. Banwell,Brett D. Bissett,Stefan Busato,Cameron J. Cowden,David C. R. Hockless,Jeffrey W. Holman,Roger W. Read,Angela W. Wu +7 more
TL;DR: A combination of triflic anhydride and 4-(N,N-dimethylamnino)pyridine effects Bischler-Napieraiski cyclisation of β-phenethytearbamates and βphenethylamides under very mild conditions as discussed by the authors.
References
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Journal ArticleDOI
A new reaction of nitriles; amides from alkenes and mononitriles.
John J. Ritter,P. Paul Minieri +1 more
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Stable carbonium ions. LXV. Protonation of hydrogen cyanide and alkyl nitriles in FSO3H-SbF5-SO2 solution. Comparative study of Meerwein's N-alkylnitrilium ions
George A. Olah,Thomas E. Kiovsky +1 more
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Über Nitriliumsalze, II. Mitteil.: Eine neue Chinazolinsynthese
TL;DR: In this paper, a neue Chinazolinsynthese was beschrieben, which besteht im Erwarmen von Aryldiazoniumsalzen von Halogenosauren with Saurenitrilen or other Verbindungen, die die Cyangruppe enthalten.