Abstract
Reaction of 9-fluorene propargylic alcohols and substituted-2-hydrazinopyridine using BF3·OEt2 as a Lewis acid catalyst afforded 9-fluorenlidene appended 2-hydrazinopyridine imine derivatives has been developed. The scope of the reaction is demonstrated by selecting a range of fluorene propargylic alcohols and substituted 2-hydrazinopyridine imines. All the synthesized molecules were characterized using various spectroscopic and analytical techniques including 1H NMR,13C NMR, and Mass spectrometry. A plausible reaction mechanism for forming title compounds via propargylic allenyl carbocation is postulated. The synthetic utility of products thus formed is demonstrated by utilizing Suzuki coupling.
Acknowledgments
P. S. thanks the Director, CSIR-CLRI for providing infrastructure facilities. The authors thank VIT-Vellore for HRMS data. This research work was carried out by S.S.S as a part of a Ph.D. degree registered at the University of Madras.
Disclosure statement
No potential conflict of interest was reported by the author(s).