Ring in the new: a new annulation for the efficient synthesis of substituted furans and pyrroles is reported. The Rh(III) -catalyzed reaction of O-methyl α,β-unsaturated oximes with aldehydes and N-tosyl imines affords secondary alcohol and amine intermediates, respectively. Cyclization and aromatization occurs under the reaction conditions to provide access to biologically relevant furans and pyrroles in good yields. Cp*=C(5)Me(5), DCE=1,2-dichloroethane, THF=tetrahydrofuran.
Ring in the new: a new annulation for the efficient synthesis of substituted furansn class="Chemical">andpyrroles is reported. The Rh(III) -catalyzed reaction of O-methyl α,β-unsaturated oximes with aldehydesandN-tosyl imines affords secondary alcoholandamine intermediates, respectively. Cyclization and aromatization occurs under the reaction conditions to provide access to biologically relevant furansandpyrroles in good yields. Cp*=C(5)Me(5), DCE=1,2-dichloroethane, THF=tetrahydrofuran.
Authors: Jihye Park; Eonjeong Park; Aejin Kim; Youngil Lee; Ki-Whan Chi; Jong Hwan Kwak; Young Hoon Jung; In Su Kim Journal: Org Lett Date: 2011-07-27 Impact factor: 6.005