ChemInform Abstract: Facile Conversion of Arenediazonium Salts, e.g. (I), (III), to the Corresponding Fluoroarenes (II), (IV) Using Boron Trifluoride Diethyl Ether Complex.

ChemInform ◽  
2010 ◽  
Vol 25 (3) ◽  
pp. no-no
Author(s):  
K. SHINHAMA ◽  
S. AKI ◽  
T. FURUTA ◽  
J. MINAMIKAWA
Keyword(s):  
Diethyl Ether ◽  
Boron Trifluoride ◽  
Arenediazonium Salts ◽  
Ether Complex

Facile Conversion of Arenediazonium Salts to the Corresponding Fluoroarenes Using Boron Trifluoride Diethyl Ether Complex

1993 ◽  
Vol 23 (11) ◽  
pp. 1577-1582 ◽  
Author(s):  
Kojchi Shinhama ◽  
Shinji Aki ◽  
Takuya Furuta ◽  
Jun-ichi Minamikawa
Keyword(s):  
Diethyl Ether ◽  
Boron Trifluoride ◽  
Arenediazonium Salts ◽  
Ether Complex

A simple and ready internal C-glycosylation of 2,3,5-tri-O-benzylglycofuranoses promoted by the boron trifluoride-diethyl ether complex

1990 ◽  
Vol 208 ◽  
pp. 264-266 ◽  
Author(s):  
Mario Anastasia ◽  
Pietro Allevi ◽  
Pierangela Ciuffreda ◽  
Alberto Fiecchi ◽  
Antonio Scala
Keyword(s):  
Diethyl Ether ◽  
Boron Trifluoride ◽  
Ether Complex

Synthesis of 5-Substituted 2-Pyrrolidinones by Coupling of Organozinc Reagents with Cyclic N-Acyliminium Ions

Synthesis ◽  
2019 ◽  
Vol 51 (24) ◽  
pp. 4650-4656
Author(s):  
Ivann Zaragoza-Galicia ◽  
Zaira A. Santos-Sánchez ◽  
Yazmín I. Hidalgo-Mercado ◽  
Horacio F. Olivo ◽  
Moisés Romero-Ortega
Keyword(s):  
Diethyl Ether ◽  
Boron Trifluoride ◽  
Titanium Tetrachloride ◽  
Reaction Medium ◽  
Coupling Reaction ◽  
Acyliminium Ions ◽  
Organozinc Reagents ◽  
Ether Complex ◽  
Organozinc Reagent

A coupling reaction between cyclic N-acyliminium ions with organozinc reagents is described. The cyclic N-acyliminium ions, generated in situ from N-substituted-5-hydroxy-2-pyrrolidinones by treatment with boron trifluoride–diethyl ether complex or titanium tetrachloride, are trapped by the organozinc reagent, which is formed from an alkyl bromide in the presence of zinc in the same reaction medium. The N-substituted-5-allyl-2-pyrrolidinones generated using this method serve as versatile intermediates for the synthesis of azabicyclic systems with indolizidine and pyrroloazepinolizidine cores.

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