809274-74-6Relevant academic research and scientific papers
Synthesis of substituted quinolines by the electrophilic cyclization of n-(2-alkynyl)anilines
Zhang, Xiaoxia,Yao, Tuanli,Campo, Marino A.,Larock, Richard C.
supporting information; experimental part, p. 1177 - 1187 (2010/04/02)
A wide variety of substituted quinolines are readily synthesized under mild reaction conditions by the 6-endo-dig electrophilic cyclization of N-(2-alkynyl)anilines by ICl, I2, Br2, PhSeBr, and p-O2NC6H4SCl. The reaction affords 3-halogen-, selenium- and sulfur-containing quinolines in moderate to good yields in the presence of various functional groups. Analogous quinolines bearing a hydrogen in the 3-position have been synthesized by the Hg(OTf)2-catalyzed ring closure of these same alkynylanilines.
Synthesis of substituted quinolines by electrophilic cyclization of N-(2-alkynyl)anilines
Zhang, Xiaoxia,Campo, Marino A.,Yao, Tuanli,Larock, Richard C.
, p. 763 - 766 (2007/10/03)
(Chemical Equation Presented) Quinolines substituted in the 3-position by an iodo or phenylseleno group are readily prepared in good to excellent yields by the reaction of propargylic anilines with appropriate electrophiles under mild reaction conditions.
Intramolecular iodoarylation reaction of alkynes: Easy access to derivatives of benzofused heterocycles
Barluenga, Jose,Trincado, Monica,Marco-Arias, Maria,Ballesteros, Alfredo,Rubio, Eduardo,Gonzalez, Jose M.
, p. 2008 - 2010 (2007/10/03)
The iodoarylation reaction of heteroatom-tethered ω-aryl-alkynes offers an efficient and straightforward entry to heterocycles. As a result, both C-C ring-closing from readily available precursors, and concomitant selective iodination take place. The firs
Synthesis of fused polycycles by 1,4-palladium migration chemistry
Huang, Qinhua,Campo, Marino A.,Yao, Tuanli,Tian, Qingping,Larock, Richard C.
, p. 8251 - 8257 (2007/10/03)
Novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.
