A synthèsis of novel 3-(1-chloropiperidin-4-yl)-6-fluoro benzisoxazole was carried out under mild réaction conditions using 1.2 équivalents of calcium hypochlorite. Interestingly, the developed method does not involve any additives like acids or bases and provides 96% of isolated yields at room temperature. This novel molécule, 3-(1-chloropiperidin-4-yl)-6-fluorobenzisoxazole 2 was stable at ambient conditions and stereo chemistry was established the single crystal XRD technique. Compound 2 was exhibited potent antioxidant activity (107 μg/mL), and also shown their inhibition on diabetes causing enzymes such as alpha amylase (270 μg/mL) and alpha glucosidase (37 μg/mL).