17257-10-2Relevant articles and documents
A straightforward alkynylation of Li and Mg metalated heterocycles with sulfonylacetylenes
Marzo, Leyre,Prez, Ignacio,Yuste, Francisco,Alemn, Jos,Garca Ruano, Jos Luis
supporting information, p. 346 - 349 (2015/02/05)
Coupling of alkynyl moieties to heterocyclic rings, without using transition metals, can be easily performed by the reaction of aryl or heteroaryl sulfonylacetylenes with heteroaryl-Li compounds or their corresponding less reactive magnesium derivatives.
Palladium-catalyzed oxidative cross-coupling between heterocycles and terminal alkynes with low catalyst loading
Jie, Xiaoming,Shang, Yaping,Hu, Peng,Su, Weiping
supporting information, p. 3630 - 3633 (2013/04/23)
Direct: With [Pd2(dba)3] as a catalyst, the direct alkynylation of thiophenes bearing a variety of substituents has been accomplished by using terminal alkynes as alkynylating reagents. This protocol is also applicable to other electron-rich aromatic heterocycles. dba=dibenzylidenacetone. Copyright
Facile one-pot coupling - Aminovinylation approach to push - Pull chromophores: Alkyne activation by sonogashira coupling
Karpov, Alexei S.,Rominger, Frank,Mueller, Thomas J. J.
, p. 1503 - 1511 (2007/10/03)
A straightforward coupling - aminovinylation sequence of terminal alkynes 1, electron-deficient heteroaryl halides 2, and secondary amines 4 furnishes highly solvochromic push-pull chromophores 5 in good yields. Semiempirical calculations (PM3) suggest that the aminovinylation proceeds in a stepwise fashion through a zwitterionic intermediate with a final rate-determining intramolecular protonation. Crucial parameters for the success of the amine addition are the relative LUMO energies and the charge distribution at the Β-alkynyl carbon atom.
