605686-17-7Relevant academic research and scientific papers
Synthesis of 2,3-disubstituted benzo[b]furans by the palladium-catalyzed coupling of o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization
Yue, Dawei,Yao, Tuanli,Larock, Richard C.
, p. 10292 - 10296 (2005)
2,3-Disubstituted benzo[b]furans are readily prepared under very mild reaction conditions by the palladium/copper-catalyzed cross-coupling of various o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization with I2, PhSeCl, Or
Palladium-catalyzed coupling of aryl halides with alkynes
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Page/Page column 6-10, (2010/02/16)
A method is provided to couple an aryl halide to an alkyne comprising reacting a compound of the formula ArX, wherein Ar is a substituted or unsubstituted aryl group and X is I or Br, with a compound of the formula HC≡C—R1 wherein R1 /sup
Ligand-, copper-, and amine-free sonogashira reaction of aryl iodides and bromides with terminal alkynes
Urgaonkar, Sameer,Verkade, John G.
, p. 5752 - 5755 (2007/10/03)
Conditions for an efficient ligand-, copper-, and amine-free palladium-catalyzed Sonogashira reaction of aryl iodides and bromides with terminal alkynes have been developed. Critical to the success of this new protocol is the use of tetrabutylammonium ace
Sonogashira coupling using bulky palladium-phenanthryl imidazolium carbene catalysis
Ma, Yudao,Song, Chun,Jiang, Wei,Wu, Quansheng,Wang, Yong,Liu, Xueying,Andrus, Merritt B.
, p. 3317 - 3319 (2007/10/03)
(Matrix presented) Bulky phenanthracenyl imidazolium-derived carbene ligands were investigated for copper-free Sonogashira coupling with terminal acetylenes. Aryl bromides and iodides gave coupled products in excellent yields from the Pd(PPh3)2Cl2 complex with potassium t-butoxide and 18-crown-6 in THF. A remarkable dependence on the size of the ligand was found. The highest yields were obtained with the bulky 2,9-dicyclohexyl-10-phenanthryl ligand 5.
