炔酮
在有机化学中,炔酮(英語:ynone)是指结构为 R1C≡C‒C(=O)R2 (其中R2 ≠ H) 的化合物,其中C≡C三键位于羰基(C=O)官能团的α和β位[1],如茵陈二炔酮是天然存在的一种炔酮。
合成
编辑合成炔酮的一种方法是先将1-炔烃与三甲基铝反应,生成二甲基铝代产物,再与酰氯发生酰基取代反应得到炔酮[2]。
亚类型
编辑另见
编辑参考文献
编辑- ^ CHEBI:51723 - ynone. ChEBI. ebi.ac.uk. [18 May 2017]. (原始内容存档于2018-02-28).
- ^ Wang, Baomin; Bonin, Martine; Micouin, Laurent. A Straightforward Synthesis of Ynones by Reaction of Dimethylalkynylaluminum Reagents with Acid Chlorides. J. Org. Chem. June 22, 2005, 70 (15): 6126–6128. PMID 16018717. doi:10.1021/jo050760y.
- ^ Weijiang, Sun; Wang, Yan; Wua, Xuan; Yao, Xiaoquan. Palladium-, ligand-, and solvent-free synthesis of ynones by the coupling of acyl chlorides and terminal alkynes in the presence of a reusable copper nanoparticle catalyst. Green Chemistry. 2013, 15 (9): 2356–2360 [18 May 2017]. (原始内容存档于2019-02-16).
- ^ Wang, Zhaofeng; Li, Li; Yong, Huang. A General Synthesis of Ynones from Aldehydes via Oxidative C–C bond Cleavage under Aerobic Conditions. J. Am. Chem. Soc. August 18, 2014, 136 (35): 12233–12236. PMID 25133731. doi:10.1021/ja506352b.
- ^ Wills, M.S.B.; Danheiser, R.L. Intramolecular [4 + 2] Cycloaddition Reactions of Conjugated Ynones. Formation of Polycyclic Furans via the Generation and Rearrangement of Strained Heterocyclic Allenes. J. Am. Chem. Soc. August 28, 1998, 120 (36): 9378–9379. doi:10.1021/ja9819209.