American Chemical Society
ol5b02669_si_001.pdf (4.4 MB)

Synthesis of Functionalized Pyrazoles via Vanadium-Catalyzed C–N Dehydrogenative Cross-Coupling and Fluorescence Switch-On Sensing of BSA Protein

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journal contribution
posted on 2015-11-06, 00:00 authored by Dinabandhu Sar, Raghunath Bag, Afsana Yashmeen, Subhendu Sekhar Bag, Tharmalingam Punniyamurthy
Vanadium-catalyzed C–N dehydrogenative cross-coupling of alkenyl hydrazones leading to functionalized pyrazoles is described in a 1:1 mixture of toluene/H2O using air as the terminal oxidant. Significant practical features include use of the commercial nontoxic VOSO4 as a recyclable catalyst, mild reaction conditions, scalability, and the broad substrate scope. Some of the product pyrazoles exhibit interesting photophysical properties. Fluorescence light-up sensing of BSA protein by one of the pyrazoles is also highlighted.