Publications de Ala Bunescu | EPFL Graph Search

Copper-Catalyzed Three-Component Carboazidation of Alkenes with Acetonitrile and Sodium Azide

Qian Wang, Jieping Zhu, Ala Bunescu, Minh Tu Ha

A copper-catalyzed three-component reaction of alkenes, acetonitrile, and sodium azide afforded gamma-azido alkyl nitriles by formation of one C(sp3)-C(sp3) bond and one C(sp3)-N bond. The transformation allows concomitant introduction of two highly versat ...

Wiley-Blackwell2017

Pd-Catalyzed Dehydrogenative Aryl−Aryl Bond Formation via Double C(sp2)−H Bond Activation: Efficient Synthesis of [3,4]-Fused Oxindoles

Qian Wang, Jieping Zhu, Ala Bunescu

A Pd(0)-catalyzed double cyclization of easily available o-bromoanilides leading to strained [3,4]-fused oxindoles was developed. The reaction proceeded through a highly ordered sequence involving key carbopalladation, 1,4-Pd migration, and C(sp2)−H functi ...

2015

Copper-Catalyzed Cyanomethylation of Allylic Alcohols with Concomitant 1,2-Aryl Migration: Efficient Synthesis of Functionalized Ketones Containing an α-Quaternary Center

Qian Wang, Jieping Zhu, Ala Bunescu

A copper-catalyzed alkylation of allylic alcohols by alkyl nitriles with concomitant 1,2-aryl migration was developed. Formation of the alkyl nitrile radical was followed by its intermolecular addition to alkenes and the migration of a vicinal aryl group w ...

Wiley-Blackwell2015

Synthesis of Functionalized Epoxides by Copper-Catalyzed Alkylative Epoxidation of Allylic Alcohols with Alkyl Nitriles

Qian Wang, Jieping Zhu, Ala Bunescu

A copper-catalyzed oxyalkylation of allylic alcohols using nonactivated alkyl nitriles as reaction partners was developed. A sequence involving generation of an alkyl nitrile radical followed by its addition to a double bond and a copper-mediated formation ...

Amer Chemical Soc2015

Copper-Mediated/Catalyzed Oxyalkylation of Alkenes with Alkylnitriles

Qian Wang, Jieping Zhu, Ala Bunescu

A copper-promoted oxyalkylation of alkenes with alkylnitriles has been developed. The protocol provides rapid access to phthalides (g-lactones) or isochromanones (d-lactones) via the formation of a C(sp3)C(sp3) and a C(sp3)O bond with the generation of up ...

Wiley-Blackwell2014

Three-Component Povarov Reaction–Heteroannulation with Arynes: Synthesis of 5,6-Dihydroindolo[1,2‑a]quinolines

Qian Wang, Jieping Zhu, Ala Bunescu

A reaction of 2-acyl substituted tetrahydroquinolines, prepared by Lewis acid-catalyzed three-component reaction of α-oxo aldehydes, anilines, and dienophiles, with in situ generated arynes afforded 5,6-dihydroindolo[1,2-a]- quinolines in good to excellent ...

Amer Chemical Soc2014

"New methods for indoles and [3,4]-fused oxindoles syntheses" and "Copper-catalyzed/mediated difunctionalization of alkenes with alkylnitriles"

Ala Bunescu

Two main topics were addressed in this manuscript: (1) New methods for indoles and [3,4]-fused oxindoles syntheses; (2) Copper-catalyzed/mediated difunctionalization of alkenes with alkylnitriles. Given the omnipresent character of the indole and oxindole ...

EPFL2014

Palladium-Catalyzed Through-Space C(sp3)-H and C(sp2)-H Bond Activation by 1,4-Palladium Migration: Efficient Synthesis of [3,4]- Fused Oxindoles

Qian Wang, Jieping Zhu, Ala Bunescu

Palladium two step: Linear anilides were converted into the title compounds in good to excellent yields through a palladium-catalyzed domino carbopalladation/1,4-palladium shift sequence. The C(sp3)-H activation involves a seven-membered palladacycle, and ...

Wiley-Blackwell2013

Heteroannulation of arynes with N-aryl-α-aminoketones for the synthesis of unsymmetrical N-aryl-2,3-disubstituted indoles: an aryne twist of Bischler–Möhlau indole synthesis

Qian Wang, Jieping Zhu, Cyril Piemontesi, Ala Bunescu

Reaction of 2-(trimethylsilyl)aryl triflates 1 with N-aryl-a-amino ketones 2 afforded N-aryl-2,3-disubstituted indoles in good to excellent yields with complete control of the substitution patterns. This methodology allowed for the first time a one-step sy ...

Royal Society of Chemistry2013

Synthesis of Indoles by Copper-Catalyzed Heteroannulation of o-Aminophenylboronic Acid Pinacol Esters with β-Keto Esters

Qian Wang, Jieping Zhu, Ala Bunescu

Copper-catalyzed coupling of ortho-aminophenylboronic acid pinacol esters with β-ketoesters afforded, under mild base-free oxidative conditions, 2,3-disubstituted indoles featuring a key Chan-Lam type carbon-carbon bond forming reaction. ...

Georg Thieme Verlag2012