Reaction of thiols with 7-methylbenzopentathiepin.

نویسندگان

  • Tonika Chatterji
  • Kent S Gates
چکیده

Polysulfides typically react readily with thiols, thus, reactions of endogenous cellular thiols with the polysulfide linkage in naturally-occuring pentathiepin cytotoxins are likely to be an important aspect of their biological chemistry. Here, it is reported that the reaction of thiols with the pentathiepin ring system initially produces a complex mixture of polysulfides that further decomposes in the presence of excess thiol to yield the corresponding 1,2-benzenedithiol with concomitant production of H(2)S and dimerized thiol. In this reaction, a single molecule of the pentathiepin consumes approximately six equivalents of thiol. The reaction of thiols with the pentathiepin ring system is faster than the analogous reaction involving typical di- and trisulfides.

برای دانلود رایگان متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Cellulose Sulfuric Acid: As an Efficient Bio Polymer Based Catalyst for the Selective Oxidation of Sulfides and Thiols by Hydrogen Peroxide

Cellulose sulfuric acid as a bio-polymer based solid catalyst efficiently catalyzes the selectively oxidation of sulfides to sulfoxides and thiols to disulfides using hydrogen peroxide as a green oxidant with good yields at room temperature. The developed method offers a number of advantages such as high selectivity, mild reaction conditions, simple operation, cleaner reaction profiles, low...

متن کامل

Microwave assisted oxidation coupling of thiols to symmetrical disulfides with tripropylammonium fluorochromate (VI) (TPAFC)

Tripropylammonium fluorochromate(VI) (TPAFC), is an efficient and new reagent, which isprepared easily and oxidizes thiols to the corresponding disulfides, quickly. The reactions areperformed cleanly and are controlled to stop at the disulfide stage, without over-oxidation andside products. Coupling of thiols to their corresponding disulfides, are studied in solution atroom temperature and in s...

متن کامل

Acetylation of alcohol, phenols, thiols and amine promoted by succinimidinium hydrogensulfate ([H-Suc]HSO4) in the absence of solvent

Succinimidinium hydrogensulfate ([H-Suc]HSO4), as a new and stable derivative of succinimide, is easily prepared by the reaction of succinimide with neat sulfuric acid. This ionic liquid can be used as an efficient catalyst for the acetylation of alcohols, phenols, thiols and amines at room temperature under mild and solvent free conditions. All the products are separated and identified using d...

متن کامل

Reaction of benzoylpyruvate with a mixture of aromatic aldehydes and 5-amino-1,3,4-thiadizole-2-thiol

Reactions of benzoylpyruvate with a mixture of aromatic aldehydes and 5-amino-1,3,4-thiadizole-2-thiol in a 1:1:1 molar ratio, afforded 5-(5-aryl-4-benzoyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)-1,3,4-thiadizole-2-thiols (3a-c). The structure of the resulted products was confirmed by determination of the melting point and spectrophotometric techniques such as IR and 1H-NMR spectroscopy.

متن کامل

Acetylation of alcohol, phenols, thiols and amine promoted by succinimidinium hydrogensulfate ([H-Suc]HSO4) in the absence of solvent

Succinimidinium hydrogensulfate ([H-Suc]HSO4), as a new and stable derivative of succinimide, is easily prepared by the reaction of succinimide with neat sulfuric acid. This ionic liquid can be used as an efficient catalyst for the acetylation of alcohols, phenols, thiols and amines at room temperature under mild and solvent free conditions. All the products are separated and identified using d...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

عنوان ژورنال:
  • Bioorganic & medicinal chemistry letters

دوره 13 7  شماره 

صفحات  -

تاریخ انتشار 2003