We have developed a novel protocol to realize the Dakin reaction in H2O2–WERSA at room temperature and the system does not require activation, toxic ligand, additive/promoter, transition metal catalyst, base, organic solvent and so on.
Without using any transition metal catalyst, ligand, base, toxic or hazardous reagent, additives/promoters and organic solvent, Dakin reactions have been successfully carried out by using H2O2 in neat ‘Water Extract of Banana’ (WEB) at room temperature under aerobic conditions in very short reaction times.
C-21 chlorination of 20-oxosteroids using the system MnO 2 (excess)±TMSCl or MnO 2 (excess)±AcCl in acetic acid medium as well as an example of a Wagner±Meerwein rearrangement of 17-chloro-20-oxopregna-3-yl acetate to 17--methyl-18-nor-17-pregn-13-en-3-yl acetate have been demonstrated.
Steroids
Steroids U 0300Chloro-or Bromo-trimethylsilane Induced Rapid and Quantitative Acid-Ester Conversion for Steroid Based Alcohols with Various Carboxylic Acids under Solvent Free Conditions. -9 Steroidal alcohols, e.g. (I), (IV), and (VII) are esterified with 5 carboxylic acids in the presence of chlorotrimethylsilane. Bromotrimethylsilane may also be used instead of chlorotrimethylsilane. -(GOSWAMI, P.; HAZARIKA, S.; BORAH, P.; CHOWDHURY*, P.; Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 42 (2003) 3, 678-682; Div. Nat. Prod. Chem., Reg. Res. Lab., Jorhat 785 006, India; Eng.) -M. Bohle 24-164
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