ChemInform Abstract: Lewis Acid Catalyzed Coupling Reactions of Allylsilanes with Tris( phenylchalcogeno)methane. Synthesis of Homoallylchalcogenoacetals.

ChemInform ◽  
2010 ◽  
Vol 27 (47) ◽  
pp. no-no
Author(s):  
C. C. SILVEIRA ◽  
G. L. FIORIN ◽  
A. L. BRAGA
Keyword(s):  
Lewis Acid ◽  
Coupling Reactions ◽  
Acid Catalyzed

Lewis acid-catalyzed coupling reactions of allyl trimethylsilyl ethers with allysilanes

1995 ◽  
Vol 36 (29) ◽  
pp. 5243-5246 ◽  
Author(s):  
Tsutomu Yokozawa ◽  
Koichi Furuhashi ◽  
Hiroyuki Natsume
Keyword(s):  
Lewis Acid ◽  
Coupling Reactions ◽  
Trimethylsilyl Ethers ◽  
Acid Catalyzed

A novel procedure for C-glycosylation involving Lewis acid-catalyzed coupling-reactions of glycosyl fluorides with enol trimethylsilyl ethers

1984 ◽  
Vol 127 (1) ◽  
pp. C5-C9 ◽  
Author(s):  
Younosuke Araki ◽  
Kazuko Watanabe ◽  
Fu-Hua Kuan ◽  
Kiyotaka Itoh ◽  
Naoki Kobayashi ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Coupling Reactions ◽  
Trimethylsilyl Ethers ◽  
Acid Catalyzed

Sixfold Peripheral Halogenation of Tribenzotriquinacenes: An Alternative Access to Useful TBTQ Building Blocks

Synthesis ◽  
2017 ◽  
Vol 50 (01) ◽  
pp. 175-183 ◽  
Author(s):  
Dietmar Kuck ◽  
Jens Linke ◽  
Natalia Bader ◽  
Jörg Tellenbröker
Keyword(s):  
Microwave Irradiation ◽  
Lewis Acid ◽  
Elevated Temperatures ◽  
Cross Coupling ◽  
Building Blocks ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Electrophilic Bromination ◽  
Acid Catalyzed ◽  
Derivatives Of

Sixfold electrophilic bromination and iodination of the molecular periphery of the bridgehead-tetramethylated tribenzotriquinac­ene (TBTQ) with N-bromosuccinimide (NBS) and N-iodosuccinimide (NIS), respectively, under various conditions was studied to develop an alternative preparative approach to the classical Lewis acid catalyzed bromination. Running these reactions in trifluoroacetic acid either in pure form or with chloroform as a co-solvent at elevated temperatures, or under sonication or microwave irradiation was found to give increasingly fast and efficient conversion of TBTQ to the target hexahalogenated TBTQ derivatives in excellent yields. NIS was found to be markedly more reactive than NBS, whereas N-chlorosuccimide reacted hardly. The new method was applied to the sixfold functionalization of the 4b,8b,12b-tripropyl-12d-methyl-TBTQ analogue to give the corresponding hexabromo and hexaiodo derivatives. Some sixfold C–C cross-coupling reactions of hexahalo derivatives of TBTQ were carried out in excellent yields to enlarge the three spatially orthogonal indane wings of the TBTQ core.

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