title: Transition-Metal-Free Cascade Synthesis of 4-Quinolones: Umpolung of Michael Acceptors via Ene Reaction with Arynes.
abstract: A novel "one-pot" aryne transformation is described that affords various 4-quinolone derivatives without recourse to transition-metal catalysis. Arynes react with aza-Morita-Baylis-Hillman (AMBH) adducts through a cascade sequence involving an insertion/cyclization/ene reaction process to afford 4-quinolones in high yields with a broad substrate scope under mild reaction conditions. Essentially, an umpolung of reactivity at the β carbon of α,β-unsaturated ketone has been achieved by an inverse electron demand aryne-ene reaction to provide a C-arylated product.
authors.affiliation: School of Pharmaceutical Sciences and Innovative Drug Research Centre, Chongqing University , 55 Daxuecheng South Road, Shapingba, Chongqing 401331, P. R. China.
authors.forename: R
authors.initials: R
authors.lastname: Santhosh Reddy
authors.affiliation: School of Pharmaceutical Sciences and Innovative Drug Research Centre, Chongqing University , 55 Daxuecheng South Road, Shapingba, Chongqing 401331, P. R. China.
authors.forename: Chandraiah
authors.initials: C
authors.lastname: Lagishetti
authors.affiliation: School of Pharmaceutical Sciences and Innovative Drug Research Centre, Chongqing University , 55 Daxuecheng South Road, Shapingba, Chongqing 401331, P. R. China.
authors.forename: I N Chaithanya
authors.initials: IN
authors.lastname: Kiran
authors.affiliation: School of Pharmaceutical Sciences and Innovative Drug Research Centre, Chongqing University , 55 Daxuecheng South Road, Shapingba, Chongqing 401331, P. R. China.
authors.forename: Hengyao
authors.initials: H
authors.lastname: You
authors.affiliation: School of Pharmaceutical Sciences and Innovative Drug Research Centre, Chongqing University , 55 Daxuecheng South Road, Shapingba, Chongqing 401331, P. R. China.
authors.forename: Yun
authors.initials: Y
authors.lastname: He