Sar Dinabandhu, Bag Raghunath, Yashmeen Afsana, Bag Subhendu Sekhar, Punniyamurthy Tharmalingam
Department of Chemistry, Indian Institute of Technology Guwahati , Guwahati-781039, India.
Org Lett. 2015 Nov 6;17(21):5308-11. doi: 10.1021/acs.orglett.5b02669. Epub 2015 Oct 9.
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.
描述了在甲苯/水的1:1混合物中,以空气作为终端氧化剂,钒催化烯基腙的C-N脱氢交叉偶联反应生成功能化吡唑。该反应具有显著的实用特性,包括使用市售无毒的VOSO4作为可循环使用的催化剂、温和的反应条件、可扩展性以及广泛的底物范围。一些产物吡唑具有有趣的光物理性质。还重点介绍了其中一种吡唑对牛血清白蛋白(BSA)蛋白的荧光点亮传感。