566190-87-2Relevant articles and documents
Gold-catalyzed cyclizations of cis-enediynes: Insights into the nature of gold-aryne interactions
Wang, Youliang,Yepremyan, Akop,Ghorai, Subir,Todd, Robert,Aue, Donald H.,Zhang, Liming
, p. 7795 - 7799 (2013)
Golden aryne? Gold aryne complexes are inferred as transition states in dual gold-catalyzed cyclizations of cis-enediynes (see scheme; DCE=1,2-dichloroethane). They are better described as ortho-aurophenyl cations, which react with weak nucleophiles and undergo facile intramolecular insertions into C(sp3)-H bonds. Indanes, fused heteroarenes, and phenol derivatives are readily prepared using this method. Copyright
Formation of condensed 1 H-pyrrol-2-ylphosphonates and 1,2-dihydropyridin- 2-ylphosphonates via Kabachnik-fields reaction of acetylenic aldehydes and subsequent 5-exo-dig or 6-endo-dig cyclizations
Buk?naitienè, Rita,Urbanaitè, Aurelija,?ikotienè, Inga
, p. 6532 - 6553 (2014/08/05)
Kabachnik-Fields reactions of various carbocyclic or heterocyclic acetylenic aldehydes together with subsequent Lewis acid catalyzed cyclizations have been studied. It was found that 5-exo-dig versus 6-endo-dig cyclization mode strongly depends on the structure of starting materials. Thus, nonaromatic acetylenic α-anilinomethylphosphonates underwent gold(III)-catalyzed or iodine-mediated 5-exo-dig cyclization to 1H-pyrrol-2-ylphosphonates. In contrast, electron-withdrawing heteroaromatic substrates formed 1,2-dihydropyridin-2-ylphosphonate ring containing materials via an exclusive 6-endo-dig ring-closure process. The dual mode of cyclization is possible only for α-amino (2-alkynylphenyl)methylphosphonates containing a benzene ring.
Synthesis of pyrroles through coupling of enyne-hydrazones with fischer carbene complexes
Zhang, Yanshi,Herndon, James W.
, p. 2043 - 2045 (2007/10/03)
Matrix presented The coupling of enyne-imines with Fischer carbene complexes leads to the formation of alkenylpyrrole derivatives. Maximum yields of pyrrole adducts were obtained using N,N-dimethylhydrazones. A mechanism involving alkyne insertion followe