scholarly journals An unusual thionyl chloride-promoted C−C bond formation to obtain 4,4'-bipyrazolones

2018 ◽  
Vol 14 ◽  
pp. 1287-1292 ◽  
Author(s):  
Gernot A Eller ◽  
Gytė Vilkauskaitė ◽  
Algirdas Šačkus ◽  
Vytas Martynaitis ◽  
Ashenafi Damtew Mamuye ◽  
...  

Dialkyl 5,5'-dioxo-4,4'-bipyrazole-4,4'-dicarboxylates are readily obtained by the reaction of 5-hydroxypyrazole-4-carboxylates in refluxing thionyl chloride. The obtained diesters can be transformed into the corresponding 4,4'-bipyrazoles via alkaline hydrolysis and subsequent decarboxylation. Detailed NMR spectroscopic investigations (1H, 13C, 15N) were undertaken with all products prepared. Moreover, the structure of a representative 5,5'-dioxo-4,4'-bipyrazole-4,4'-dicarboxylate was confirmed by X-ray crystal structure analysis.

1980 ◽  
Vol 58 (11) ◽  
pp. 1106-1110 ◽  
Author(s):  
J. Stuart Grossert ◽  
Madan M. Bharadwaj ◽  
J. Brian Faught ◽  
Aris Terzis

Thionyl chloride has been shown to react with the zwitterion from dimeric sulfene and triethylamine to give bis(methylsulfonyl dichloromethyl) disulfide, 3. The structure of 3 was determined from its spectral properties and was confirmed by an X-ray crystal structure analysis. Dechlorination of 3 gave bis(methylsulfonylmethyl) disulfide, 4. Raman spectra of 3 and 4, as well as of 5 and 6, two related sulfones derived from 2,4,6-trithiaheptane, are reported.


1999 ◽  
Vol 23 (9) ◽  
pp. 578-579
Author(s):  
Rainer Schobert ◽  
Hermann Pfab ◽  
Jutta Böhmer ◽  
Frank Hampel ◽  
Andreas Werner

Racemates of (η3-allyl)tricarbonyliron lactone complex Fe(CO)3{η1:η3-C(O)XCH2CHCMeCH2} 1a (X = O) and (η3-allyl)tricarbonyliron lactam complex 2a (X = NMe) are resolved on a preparative scale by HPLC on cellulose tris(3,5-dimethylphenyl)carbamate/silica gel RP-8 and the absolute configuration of (-)-2a is determined by X-ray crystal structure analysis.


2005 ◽  
Vol 88 (4) ◽  
pp. 731-750 ◽  
Author(s):  
Stefan Sahli ◽  
Brian Frank ◽  
W. Bernd Schweizer ◽  
François Diederich ◽  
Denise Blum-Kaelin ◽  
...  

1994 ◽  
Vol 29 (3) ◽  
pp. 373-378 ◽  
Author(s):  
Vivek K. Gupta ◽  
K. N. Goswami ◽  
K. K. Bhutani

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