scholarly journals Synthesis of Highly Functionalized Piperidines by One-Pot Multicomponent Reaction Using Boron Trifluoride Etherate

2018 ◽  
Keyword(s):  
Multicomponent Reaction ◽  
Boron Trifluoride ◽  
Boron Trifluoride Etherate ◽  
One Pot

An Efficient One-Pot Protocol for Direct Access to Diarylmethyl Thioglycosides with para-Quinone Methides via S-Glycosyl Isothiouronium Salts

Synlett ◽  
2020 ◽  
Vol 31 (17) ◽  
pp. 1713-1719
Author(s):  
Pintu Kumar Mandal ◽  
Atul Dubey
Keyword(s):  
Boron Trifluoride ◽  
Boron Trifluoride Etherate ◽  
Quinone Methide ◽  
Direct Access ◽  
Quinone Methides ◽  
Reaction Conditions ◽  
One Pot ◽  
Direct Preparation ◽  
The One ◽  
Rapid Conversion

An efficient one-pot protocol has been developed for the direct preparation of diarylmethyl thioglycosides starting from per-O-acetylated sugars via glycosyl isothiouronium salts. The one-pot reaction conditions involve rapid conversion of the per-O-acetylated sugar with thiourea in the presence of boron trifluoride etherate as catalyst to give the corresponding glycosyl isothiouronium salt, which is subsequently treated with a para-quinone methide in the presence of a base to give the a diarylmethyl thioglycoside in excellent yield.

Synthesis of o-isopentenylphenols

1971 ◽  
Vol 24 (11) ◽  
pp. 2355 ◽  
Author(s):  
J Hlubucek ◽  
E Ritchie ◽  
WC Taylor
Keyword(s):  
Phosphoric Acid ◽  
Zinc Chloride ◽  
Boron Trifluoride ◽  
Boron Trifluoride Etherate ◽  
Stannic Chloride ◽  
Counter Ion

The effect of the solvent and the counter-ion on the ring alkylation of 3- and 4-methoxyphenols by isopentenyl bromide has been examined. Under strictly anhydrous conditions good and consistent yields of the o- isopentenylphenols were obtained with the combination potassium- toluene, but sodium-toluene was more convenient. ��� Boron trifluoride etherate was more satisfactory than stannic chloride, zinc chloride, or phosphoric acid in catalysing the condensation of 3- and 4-methoxy-phenols with 2-methylbut-3-en-2-ol to the corresponding o-isopentenylphenols. Aryl α,α-dimethylpropargyl ethers were partially hydrogenated to the corresponding α,α- dimethylallyl ethers which rearranged in boiling N,N-diethyl-aniline to o-isopentenylphenols in high overall yield.

scholarly journals Synthesis of 5,6,7,8-Tetrahydroquinolines by Thermolysis of Oxime O-Allyl Ethers in the Presence of Boron Trifluoride Etherate.

1993 ◽  
Vol 41 (7) ◽  
pp. 1297-1298 ◽  
Author(s):  
Junko KOYAMA ◽  
Tamaki OGURA ◽  
Kiyoshi TAGAHARA ◽  
Masaaki MIYASHITA ◽  
Hiroshi IRIE
Keyword(s):  
Boron Trifluoride ◽  
Boron Trifluoride Etherate ◽  
Allyl Ethers
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