@article{article_735838, title={Facile One-pot Synthesis of A Novel Propargyl-Azulene Hybrid Derivative: Cycloaddition Reaction and Some Spectroscopic Properties}, journal={Journal of the Institute of Science and Technology}, volume={10}, pages={2747–2758}, year={2020}, DOI={10.21597/jist.735838}, author={Erdoğan, Musa}, keywords={Azulene, Guaiazulene, Propargylation, Alkynylation, Diels-Alder, cycloaddition}, abstract={Guaiazulene, 1,4-dimethyl-7-isopropylazulene, is one of the non-benzenoid aromatic compounds consisting of fused of the seven- and the five-membered ring. Guaiazulene is an important natural product and having great potential due to its unique optical and electronic properties. In this study, a method for propargyl insertion into the C-4 methyl group of the guaiazulene is developed. A one-pot reaction of the guaiazulene, LDA, and propargyl bromide in THF affords the corresponding a new propargyl-azulene hybrid derivative. Additionally, Diels-Alder cycloaddition reaction between the propargyl-GA and tetraphenylcyclopentadienone was performed, and the cycloadduct was obtained with excellent yield. The structures of new compounds were elucidated on the basis of extensive spectroscopic (IR, NMR, and UV-vis) data analysis. This approach may be potentially useful for the development of the new azulene derivatives.}, number={4}, publisher={Igdir University}