Unusual reaction of 2-(aminomethyl)benzimidazole with chalcones: Synthesis of new aryl-substituted pyrrolines

2009 ◽  
Vol 74 (9) ◽  
pp. 1403-1410 ◽  
Author(s):  
Valery A. Borovskoy ◽  
Sergey A. Komykhov ◽  
Vladimir I. Musatov ◽  
Svetlana V. Shishkina ◽  
Oleg V. Shishkin ◽  
...  
Keyword(s):  
Unusual Reaction ◽  
X Ray

The reaction of 2-(aminomethyl)benzimidazole (1) with chalcones 2a–2e leads to formation of 3,5-diaryl-2-benzimidazol-2-yl-4,5-dihydropyrroles 3a–3e. The trans orientation of benzimidazol-2-yl and 3-aryl substituents in 3a–3e was established by X-ray analysis of 3e.

scholarly journals X-ray analysis of an unusual reaction in lysozyme

1970 ◽  
Vol 117 (3) ◽  
pp. 52P-53P
Author(s):  
C. C. F. Blake
Keyword(s):  
Unusual Reaction ◽  
X Ray

Rhodium-Catalyzed Reactions of Propargylamines With CO/H2. Formation of Pyrroles and Butenolides

1992 ◽  
Vol 45 (7) ◽  
pp. 1167 ◽  
Author(s):  
EM Campi ◽  
GD Fallon ◽  
WR Jackson ◽  
Y Nilsson
Keyword(s):  
Single Crystal ◽  
Unusual Reaction ◽  
X Ray ◽  
Amine Function ◽  
H2 Formation ◽  
Catalyzed Reactions ◽  
Carbonyl Function

Rhodium- catalysed reactions of ( arylpropargyl ) arnines with CO/H2 give P- arylpyrroles in good yields. Reactions of ( alkylpropargyl )amines gave alkylpyrroles together with butenolides which are formed in an unusual reaction that probably involves double carbonylation, reduction of one carbonyl function and removal of the amine function by hydrogenolysis. The single-crystal X-ray structure of 5-methyl-N,3-diphenylpyrrole-2-carboxamid is recorded.

Ring-Opening of (-)-Camphorsulfonimide Derivatives and (+)-Fenchonesulfonimide by Nitronium Tetrafluoroborate

1994 ◽  
Vol 49 (8) ◽  
pp. 1150-1158 ◽  
Author(s):  
Gabriele Wagner ◽  
Uwe Verfürth ◽  
Rudolf Herrmann ◽  
Carl Krüger
Keyword(s):  
Ring Opening ◽  
Unusual Reaction ◽  
Ritter Reaction ◽  
Halogenated Compounds ◽  
X Ray ◽  
The Ritter Reaction ◽  
Sulfonyl Fluoride ◽  
Nitronium Tetrafluoroborate

Treating a derivative of (-)-camphorsulfonimide (CA name: (3aS)-8,8-dimethyl-4,5,6,7- tetrahydro-3H-3a.6-methano-2,1-benzisothiazole 2,2-dioxide) or the isomeric (+)-fenchonesulfonimide with nitronium tetrafluoroborate in acetonitrile does not lead to the expected products of cationic reactions, e.g. of the Ritter reaction for halogenated compounds, but provokes a cleavage of the sulfonimide group with the formation of a ring-opened product containing a sulfonyl fluoride and a nitroimine group. The reaction does occur only in the presence of solid nitronium tetrafluoroborate. but not after prior dissolution of the reagent. An X-ray structure of the product from (1 S)-3-endo-bromocamphorsulfonimide confirms this unusual reaction.

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