185903-49-5Relevant academic research and scientific papers
Grignard reagent/CuI/LiCl-mediated stereoselective cascade addition/cyclization of diynes: A novel pathway for the construction of 1-methyleneindene derivatives
Li, De-Yao,Wei, Yin,Shi, Min
supporting information, p. 15682 - 15688 (2013/11/19)
Diynes containing a cyclopropane group smoothly undergo a novel intramolecular and stereoselective cascade addition/cyclization reaction to produce the corresponding 1-methyleneindene derivatives in moderate to good yields. This interesting transformation is mediated by Grignard reagent/CuI with LiCl as an additive under mild conditions. The obtained product can easily be further functionalized through cyclopropyl ring opening. A plausible reaction mechanism has also been presented on the basis of deuterium labeling and control experiments. Diyne cyclization: Diynes containing a cyclopropane group undergo a novel intramolecular and stereoselective cascade addition/cyclization reaction to produce the corresponding 1-methyleneindene derivatives (see scheme). The transformation proceeds under mild conditions and is promoted by a combination of Grignard reagent Copyright
Tandem Enyne Allene-Radical Cyclization: Low-Temperature Approaches to Benz[e]indene and Indene Compounds
Grissom, Janet Wisniewski,Klingberg, Detlef,Huang, Dahai,Slattery, Brian J.
, p. 603 - 626 (2007/10/03)
In an effort to lower the temperatures required to prepare multicyclic compounds using the tandem enediyne-radical cyclization, we have developed the tandem enyne allene-radical cyclization which proceeds at temperatures as low as 37°C. The reactions were
Tandem enyne allene-radical cyclization via base-catalyzed isomerization of enediyne sulfones
Grissom,Wisniewski, Janet,Klingberg
, p. 6607 - 6610 (2007/10/02)
Enediyne sulfones 12-16 undergo a base-catalyzed isomerization to the corresponding enyne allenes followed by a tandem enyne allene-radical cyclization at 37°C to provide 2,3-dihydrobenz[e]indenes 17-21 in good yields.
