714965-16-9Relevant academic research and scientific papers
Highly regioselective synthesis of substituted isoindolinones via ruthenium-catalyzed alkyne cyclotrimerizations
Foster, Robert W.,Tame, Christopher J.,Hailes, Helen C.,Sheppard, Tom D.
, p. 2353 - 2360 (2013/10/01)
(Cyclooctadiene)(pentamethylcyclopentadiene) ruthenium chloride [Cp*RuCl (cod)] has been used to catalyze the regioselective cyclization of amide-tethered diynes with monosubstituted alkynes to give polysubstituted isoindolinones. Notably, the presence of a trimethylsilyl group on the diyne generally led to complete control over the regioselectivity of the alkyne cyclotrimerization. The cyclization reaction worked well in a sustainable non-chlorinated solvent and was tolerant of moisture. The optimized conditions were effective with a diverse range of alkynes and diynes. The 7-silylisoindolinone products could be halogenated, protodesilylated or ring opened to access a range of usefully functionalized products.
Synthesis of benzo-fused lactams and lactones via Ru(II)-catalyzed cycloaddition of amide- and ester-tethered α,ω-diynes with terminal alkynes: Electronic directing effect of internal conjugated carbonyl group
Yamamoto, Yoshihiko,Kinpara, Keisuke,Saigoku, Tomoaki,Nishiyama, Hisao,Itoh, Kenji
, p. 1287 - 1294 (2007/10/03)
In the presence of a catalytic amount of Cp*RuCl(cod), 1,6- and 1,7-diynes connected by an amide or an ester tether underwent cycloaddition with terminal alkynes at room temperature to give rise to cycloadducts in 40-93% yields with 63 : 37-83 : 17 regioisomer ratios.
