Novel base catalysed rearrangement of sultone oximes to 1,2-benzisoxazole-3-methane sulfonate derivatives
2007
New Method for Making Important Drug Intermediates
publication
Evidence: moderate
Author Information
Author(s): Arava Veera Reddy, Siripalli Udaya Bhaskara Rao, Nadkarni Vaishali, Chinnapillai Rajendiran
Primary Institution: Suven Life Sciences Ltd.
Hypothesis
Can sultone oximes be rearranged to produce 1,2-benzisoxazole-3-methanesulfonates efficiently?
Conclusion
A simple and economical process for preparing 1,2-benzisoxazole-3-methanesulfonates from sultone oximes has been developed.
Supporting Evidence
- The new method allows for the preparation of important drug intermediates without using halogenated compounds.
- The yields of the synthesized compounds were generally high, with some reaching up to 93%.
- The study established the generality of the methodology for several derivatives.
Takeaway
The researchers found a new way to make a chemical that helps create a medicine called zonisamide, which is used for treating seizures.
Methodology
The study involved synthesizing sultone oximes and testing various reaction conditions to optimize the yield of benzisoxazole derivatives.
Digital Object Identifier (DOI)
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