206873-11-2Relevant academic research and scientific papers
Rhodium-catalyzed intramolecular [4 + 2] cycloadditions of alkynyl halides
Yoo, Woo-Jin,Allen, Anna,Villeneuve, Karine,Tam, William
, p. 5853 - 5856 (2007/10/03)
(Chemical Equation Presented) Cationic rhodium(I)-catalyzed intramolecular [4 + 2] cycloadditions of diene-tethered alkynyl halides were found to occur in good yields (70-87%). The halide moiety is compatible with the cycloaddition reactions, and no oxidative insertion to the alkynyl halide was observed. The halogen-containing cycloadducts could be transformed into a variety of products that are difficult or impossible to obtain via direct cycloaddition.
Alkynyliodonium salts in organic synthesis. Preparation of annelated dihydropyrroles by cascade addition/bicyclization of dienyltosylamide anions with phenyl(propynyl)iodonium triflate
Feldman, Ken S.,Mareska, David A.
, p. 5650 - 5660 (2007/10/03)
The addition of simple pentadienyltosylamide derivatives to the two- carbon electrophile phenyl(propynyl)iodonium triflate initiates a sequence of transformations that furnishes complex, highly functionalized cyclopentenannelated dihydropyrrole products in moderate yields with complete stereoselection. This sequence demonstrates that diyls resulting from homolytic scission of alkylidene carbene-alkene adducts can be readily accessed under mild experimental conditions and that, in the presence of appropriate pendant functionality, these diyls can productively cyclize. The isomeric isoprene-derived tosylamides follow an abbreviated reaction course and deliver azabicyclo[3.1.0]hexanes via an isomerization that competes with diyl formation.
