First Brønsted Acid-Induced Ring Expansion of an Oxaphosphirane Complex: A Combined Experimental and DFT Study

2009 ◽  
Vol 28 (4) ◽  
pp. 1221-1226 ◽  
Author(s):  
Holger Helten ◽  
Janaina Marinas Pérez ◽  
Jörg Daniels ◽  
Rainer Streubel
Keyword(s):  
Ring Expansion ◽  
Dft Study ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid

Chiral Brønsted acid-catalyzed hydrophosphonylation of imines—DFT study on the effect of substituents of phosphoric acid

Tetrahedron ◽  
2009 ◽  
Vol 65 (26) ◽  
pp. 4950-4956 ◽  
Author(s):  
Takahiko Akiyama ◽  
Hisashi Morita ◽  
Prabhakar Bachu ◽  
Keiji Mori ◽  
Masahiro Yamanaka ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Dft Study ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Effect Of Substituents ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid

Understanding the stereoselectivity in Brønsted acid catalysed Povarov reactions generating cis/trans CF3-substituted tetrahydroquinolines: a DFT study

RSC Advances ◽  
2016 ◽  
Vol 6 (21) ◽  
pp. 17064-17073 ◽  
Author(s):  
Luis R. Domingo ◽  
Mar Ríos-Gutiérrez ◽  
Saeedreza Emamian
Keyword(s):  
Dft Study ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid

Stereochemistry in the Brønsted acid catalysed Povarov reactions.

Novel access to azaphosphiridine complexes and first applications using Brønsted acid-induced ring expansion reactions

2010 ◽  
Vol 39 (14) ◽  
pp. 3472 ◽  
Author(s):  
Stefan Fankel ◽  
Holger Helten ◽  
Gerd von Frantzius ◽  
Gregor Schnakenburg ◽  
Jörg Daniels ◽  
...  
Keyword(s):  
Ring Expansion ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid

Synthesis of Tryptamines through a Novel Brønsted Acid Mediated Tandem Reaction Initiated by α-Iminol Rearrangement of Transient 2-Substituted 2-Hydroxycyclobutylimines

Synthesis ◽  
2020 ◽  
Author(s):  
Angelo Frongia ◽  
Lorenzo Serusi ◽  
Federico Cuccu ◽  
Francesco Secci ◽  
David J. Aitken
Keyword(s):  
Condensation Reaction ◽  
Ring Expansion ◽  
Ring Closure ◽  
Tandem Reaction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Rearrangement Process

AbstractA novel Brønsted acid promoted condensation reaction between a primary aniline and 2-hydroxycyclobutanone provides access to diverse tryptamine derivatives in moderate to good yields. The proposed mechanism involves an α-iminol rearrangement, ring expansion, ring closure, and a depart-and-return rearrangement process.

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