Novel base catalysed rearrangement of sultone oximes to 1,2-benzisoxazole-3-methane sulfonate derivatives

نویسندگان

  • Veera Reddy Arava
  • Udaya Bhaskara Rao Siripalli
  • Vaishali Nadkarni
  • Rajendiran Chinnapillai
چکیده

A new process for the preparation of 1,2-benzisoxazole-3-methanesulfonates and 4-oximino-2,3-dihydrobenzoxathiin-2,2-dioxides (sultone oximes) is described. These compounds are important intermediates for the preparation of zonisamide, an anti-convulsant drug.

برای دانلود 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

Synthesis of New Furobenzoxazole and Furoflavone Derivatives

The synthesis of visnaginone-oxime (2 a) and khellinone-oxime (2 b) is reported. Beckmann rearrangement of 2 a and 2b using different cyclising agents was studied. Structure assignement for the produced benzoxazole derivatives and benzisoxazole derivatives was confirmed by chemical and spectral evidences. Utilization of visnaginone (la) and khellinone (lb) for the synthesis of new furoflavone d...

متن کامل

Stereoselective synthesis and rearrangement-fragmentation of arylidene N-alkoxydiketopiperazines.

A stereoselective synthesis of arylidene N-alkoxydiketopiperazines via oxime-ether formation and intramolecular acylation is described, followed by an acid-catalysed rearrangement-fragmentation to give novel diketopiperazine hemiaminal derivatives with useful bioactivity against certain tumour cell lines.

متن کامل

HPLC Method for Simultaneous Determination of Impurities and Degradation Products in Zonisamide

A gradient reversed phase HPLC method was developed and validated for the analysis of related substances in zonisamide (1,2-benzisoxazole-3-methanesulfonamide), using a Waters Symmetry C8 (150*3.9 mm) column with a flow rate of 1.0 ml/min and detection at 280 nm. The mobile phase component A consisted of a mixture of 0.02 M aqueous potassium dihydrogen phosphate-acetonitrile-methanol (75:10:15 ...

متن کامل

Gold-catalysed rearrangement of O-vinyl oximes for the synthesis of highly substituted pyrroles.

O-Vinyl oximes were synthesised from the reaction of oximes with activated alkynes and subsequently rearranged using gold catalysis to afford highly substituted pyrroles in an efficient and regiocontrolled process. Additionally, pyrroles were formed directly from oximes and activated alkynes in a multifaceted catalysis process.

متن کامل

Sulfunic Acid Modifired MCM-41 Mesoporous Silica as an Efficient Nano-Catalyst for Synthesis of amides and lactams from Oximes Via Beckman Rearrangement

Mesoporous MCM-41 silicas anchored with sulfonic acid (–SO3H) groups (denoted MSN-SA) via postsynthesis modification are very effective for the Beckman rearrangement. A simple and convenient procedure for conversion of a variety oximes to their corresponding amides and lactams has been developed. The reaction was carried out in the presence of MSN-SA as the catalyst. The best results for conver...

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

برای دانلود 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

عنوان ژورنال:
  • Beilstein Journal of Organic Chemistry

دوره 3  شماره 

صفحات  -

تاریخ انتشار 2007