76043-72-6Relevant academic research and scientific papers
Total synthesis of (+)- and (-)-decursivine and (±)-serotobenine through a cascade witkop photocyclization/elimination/addition sequence: Scope and mechanistic insights
Hu, Weimin,Qin, Hua,Cui, Yuxin,Jia, Yanxing
supporting information, p. 3139 - 3147 (2013/03/28)
In this article, the total syntheses of antimalarial compound decursivine and its biologically inactive sibling serotobenine are presented. The biomimetic synthesis of (±)-serotobenine was investigated first, but failed. During the subsequent investigatio
Total synthesis of (±)-decursivine and (±)-serotobenine: A witkop photocyclization/elimination/O-Michael addition cascade approach
Qin, Hua,Xu, Zhengren,Cui, Yuxin,Jia, Yanxing
supporting information; experimental part, p. 4447 - 4449 (2011/06/22)
A photo op: The concise total syntheses of (±)-decursivine and (±)-serotobenine were achieved by using the titled cascade reaction, which is modeled on the biomimetic pathway. The synthesis of (±)-decursivine, which exhibits antimalarial activity, was carried out in five steps without using protecting groups. Copyright
Oxidation of aliphatic 2,2-dichloroalkanals by HNO3 in CH 2Cl2: An easy and eco-friendly route to the corresponding 2,2-dichloroalkanoic acids
Bellesia, Franco,De Buyck, Laurent,Ghelfi, Franco,Pagnoni, Ugo M.,Strazzolini, Paolo
, p. 1473 - 1481 (2007/10/03)
A simple, economically convenient, and eco-compatible procedure for the oxidation of 2,2-dichloroalkanals to the corresponding alkanoic acids has been set up, employing HNO3 in CH2O2, in the presence of NaNO2 as catalyst.
2,2-dichloroaldehydes and 2,2-dichlorocarboxylic acids from 2- picoline·HCl catalyzed chlorination of aldehydes
Bellesia, Franco,De Buyck, Laurent,Ghelfi, Franco
, p. 146 - 148 (2007/10/03)
An efficient preparation of 2,2-dichloroaldehydes and 2,2- dichlorocarboxylic acids has been achieved by chlorination of aldehydes using 2-picoline hydrochloride as recoverable catalyst.
Halogen atom transfer radical cyclization of N-allyl-N-benzyl-2,2-dihaloamides to 2-pyrrolidinones, promoted by Fe0-FeCl3 or CuCl-TMEDA
Benedetti, Miriam,Forti, Luca,Ghelfi, Franco,Pagnoni, Ugo Maria,Ronzoni, Roberto
, p. 14031 - 14042 (2007/10/03)
The halogen atom transfer radical cyclization of a N-allyl-N-benzyl-2,2-dihaloamides to 2-pyrrolidinones has been carried out in high yields under mild conditions, in a reaction promoted by CuCl-TMEDA or Fe0-FeCl3 in acetonitrile or N,N-dimethylformamide, respectively.
2,2-DICHLOROALDEHYDES FROM ALDEHYDES AND ALCOHOLS BY CHLORINATION IN DIMETHYLFORMAMIDE
Buyck, L. De,Verhe, R.,Kimpe, N. De,Courtheyn, D.,Schamp, N.
, p. 441 - 458 (2007/10/02)
A method is described for the synthesis of α,α-dichloroaldehydes, free from monochloroaldehyde, by chlorination of aldehydes or alcohols in dimethylformamide at 40-90 deg C.Results are reported for : (yield percent) propanal (90), butanal (78), pentanal (78), 3-methylbutanal (90), propanol (64), butanol (78), 3-methylbutanol (52), pentanol (66), 3,3-dimethylbutanol (86), hexanol (66), 2-phenylethanol (51), 3-phenylpropanol (54), 1,5-pentanediol , 1,6-hexanediol .Oxidative conversion (KMnO4, K2Cr2O7, H2O2-NaHCO3) into α,α-dichlorocarboxylic acids and methyl esters is discussed.
Polyhalobenzylic disulfooxonium compounds
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, (2008/06/13)
Polyhalobenzylic disulfooxonium compounds are produced by the reaction of aromatic methyl, halomethyl or hydroxymethyl substituents with sulfur trioxide. The disulfooxonium salts are readily converted to alcohols by hydrolysis to provide monomers for the production of fire resistant polymers and additives for polymers. Likewise, the disulfooxonium compounds of this invention present chemical intermediates for a wide range of useful products such as halogenated pesticides.
