640737-18-4Relevant academic research and scientific papers
PPh3-mediated intramolecular conjugation of alkyl halides with electron-deficient olefins: Facile synthesis of chromans and relevant analogues
Zhu, Jian-Bo,Wang, Peng,Liao, Saihu,Tang, Yong
supporting information, p. 4570 - 4572 (2013/06/04)
With the mediation of phosphine, the direct intramolecular coupling of two electrophiles-alkyl halides with electron-deficient olefins-has been successfully realized in an intramolecular conjugate addition manner. The reaction provides a new approach for
Intramolecular 1,3-Dipolar Cycloadditions and Intramolecular Ene Reactions of 2-(Alkenyloxy)benzaldehyde Arylhydrazones
Shimizu, Tomio,Hayashi, Yoshiyuki,Kitora, Yoshitaka,Teramura, Kazuhiro
, p. 2450 - 2455 (2007/10/02)
2-(3-Aryl-2-propenyloxy)benzaldehyde (or 1-naphthaldehyde) arylhydrazones undergo an intramolecular cycloaddition reaction via their 1,3-dipolar tautomers, azomethine imines, to the alkenyl group.Initial cycloadducts were converted to dehydrogenated compounds under the reaction conditions.On the other hand, introduction of cyano or ethoxycarbonyl groups instead of the aryl group into 3-position of the ortho propenyloxy group gave 3-cyanomethyl-4-chromanone arylhydrazones or the corresponding ethoxycarbonyl derivatives, respectively.The formation of these hydrazones was interpreted in terms of intramolecular ene reaction.The course of the reactions depends on the nature of the alkenyl substituents.
