1372790-58-3Relevant academic research and scientific papers
Two-Step Procedure for the Synthesis of 1,2,3,4-Tetrahydro-quinolines
Doye, Sven,Warsitz, Michael
, p. 6997 - 7014 (2020/12/01)
A new two-step procedure that includes an initial regioselective intermolecular hydroaminoalkylation of ortho-chlorostyrenes with N-methylanilines and a subsequent intramolecular Buchwald–Hartwig amination gives direct access to 1,2,3,4-tetrahydroquinolines. The hydroaminoalkylation reaction of the ortho-chlorostyrenes is catalyzed by a 2,6-bis(phenylamino)pyridinato titanium complex which delivers the linear regioisomers with high selectivities. In addition, the formation of unexpected dihydroaminoalkylation products from styrenes and N-methylanilines is reported.
Olefin-assisted iron-catalyzed alkylation of aryl chlorides
Guelak, Samet,Gieshoff, Tim N.,Von Wangelin, Axel Jacobi
supporting information, p. 2197 - 2202 (2013/10/01)
A selective and operationally simple ironcatalyzed cross-coupling of aryl chlorides with alkylmagnesium halides has been developed. The reaction tolerates various functional groups and exhibits high chemoselectivity even in the presence of aryl bromides. Mechanistic studies indicate the essential role of the olefin substituent for substrate activation. Competing polymerization and reduction are effectively suppressed.
Chlorostyrenes in iron-catalyzed biaryl coupling reactions
Guelak, Samet,Jacobivonwangelin, Axel
supporting information; experimental part, p. 1357 - 1361 (2012/03/26)
An effective protocol for iron-catalyzed biaryl syntheses by coupling chlorostyrenes with aryl Grignard reagents requires only mild reaction conditions and tolerates various functional groups. The underlying activation of deactivated aryl chlorides proceeds through a rate-determining coordination of the catalyst to the vinyl substituent and subsequent haptotropic migration along the conjugated πsystem to the site of C-Cl bond cleavage. Copyright
