ChemInform Abstract: Efficient Synthesis of (.+-.)-Horsfiline Through the MgI2-Catalyzed Ring-Expansion Reaction of a Spiro[cyclopropane-1,3′-indol]-2′-one.

ChemInform ◽  
2000 ◽  
Vol 31 (37) ◽  
pp. no-no
Author(s):  
Christian Fischer ◽  
Christiane Meyers ◽  
Erick M. Carreira
Keyword(s):  
Ring Expansion ◽  
Efficient Synthesis ◽  
Ring Expansion Reaction

Gold-Catalyzed Ring Expansion Reaction: Highly Efficient Synthesis of Functionalized 2, 3-Benzodiazepine Scaffolds

2018 ◽  
Vol 38 (1) ◽  
pp. 190 ◽  
Author(s):  
Hui Hu ◽  
Xiaoping Hu ◽  
Ming Chen ◽  
Ning Sun ◽  
Yuanhong Liu
Keyword(s):  
Ring Expansion ◽  
Efficient Synthesis ◽  
Highly Efficient ◽  
Ring Expansion Reaction

Palladium-Catalyzed Ring-Expansion Reaction of Cyclobutanols with 2-Haloanilines Leading to Benzazepines and Quinolines

2021 ◽  
Author(s):  
Xiao-Qin Shen ◽  
Xiaowei Yan ◽  
Xing-Guo Zhang
Keyword(s):  
Ring Expansion ◽  
Efficient Synthesis ◽  
Oxidative Rearrangement ◽  
Rearrangement Reaction ◽  
Palladium Catalyzed ◽  
Ring Expansion Reaction ◽  
General Synthesis

A general synthesis of 2-aryl benzazepines has been developed through palladium-catalyzed ring-expansion reaction of cyclobutanols with 2-haloanilines, the further oxidative rearrangement reaction of benzazepines provided an efficient synthesis of 2-acyl...

Unusual Ring-Expansion Reaction of Polyfluorinated Norbornenoxetanes

Synthesis ◽  
2007 ◽  
Vol 2007 (9) ◽  
pp. 1349-1354 ◽  
Author(s):  
Viacheslav Petrov ◽  
Will Marshall
Keyword(s):  
Ring Expansion ◽  
Ring Expansion Reaction

Synthesis and Ring Cyclization - Expansion - Contraction Reactions of Some New 2,2-Disubstituted Indan-1,3-diones and Related Compounds

2006 ◽  
Vol 59 (1) ◽  
pp. 59 ◽  
Author(s):  
Craig J. Roxburgh ◽  
Lee Banting
Keyword(s):  
Catalytic Hydrogenation ◽  
Pyridine Ring ◽  
Functional Group ◽  
Chemical Properties ◽  
Ring Expansion ◽  
Ring Structure ◽  
Side Reactions ◽  
The Third ◽  
Ring Expansion Reaction ◽  
Related Compounds

We have found that the hydrochloride of 2-phenyl-2-[2-(2-piperidyl)ethyl]-4,5,6,7-tetrahydroindan-1,3-dione 1 possesses marked analgesic activity (100% inhibition referenced to codeine) and report, as part of an extensive synthetic program, the synthesis of 38 new and structurally related compounds. Selective catalytic hydrogenation of the pyridine ring of 2-phenyl-2-[2-(2-pyridyl)ethyl]-indan-1,3-dione 2 yields the nine-membered nitrogen-containing heterocycle 6 by a novel ring cyclization–expansion reaction. The structural and functional group parameters required for this novel ring-expansion reaction have been extensively and thoroughly investigated through the synthesis of a series of structurally related compounds; principally by modification, substitution, and replacement of the various functionality contained within 2. In addition, we report the synthesis of a series of new 2-methyl-2-(ω-N-phthalimidoalkyl)-indan-1,3-diones 41, 45, and 53, two of which, like the parent 2-phenyl substituted indan-1,3-dione 2, also undergo a novel ring cyclization–expansion reaction to yield eight- and nine-membered nitrogen-containing rings. However, in these cases, further transannular reactions occur to produce the new 5,5- and 5,6-ring-fused nitrogen-containing heterocycles 44, 48 and 51, 52. Hydrazinolysis of the third, 2-methyl-2-(4-N-phthalimidobutyl)-indan-1,3-dione yields the new azepine-containing ring structure 56 by direct cyclization. Furthermore, some interesting and unexpected chemical properties of the final compounds, which include selective and non-selective pyridine-ring hydrogenations and a few unexpected side reactions, are described.

Zinc- and Indium-Mediated Ring-Expansion Reaction of α-Halomethyl Cyclic β-Keto Esters in Aqueous Alcohol

2003 ◽  
Vol 68 (20) ◽  
pp. 7629-7633 ◽  
Author(s):  
Masaaki Sugi ◽  
Daisuke Sakuma ◽  
Hideo Togo
Keyword(s):  
Ring Expansion ◽  
Aqueous Alcohol ◽  
Keto Esters ◽  
Ring Expansion Reaction
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