N‐Heterocyclic‐Carbene‐Catalyzed Reactions of Nitroalkenes: Synthesizing Important Building Blocks
Sign Up to like & getrecommendations! Published in 2018 at "Asian Journal of Organic Chemistry"
DOI: 10.1002/ajoc.201700520
Abstract: Recent developments of N-heterocyclic carbenes (NHCs)- catalyzed acyl-anion equivalent (Stetter reaction), homoenolate and enolate reactions with reactive nitroalkene as a Michael acceptor are described. Systematically, a unique strategy for NHC-catalyzed C-C bond formation reactions using… read more here.
Keywords: nitroalkenes synthesizing; catalyzed reactions; synthesizing important; reactions nitroalkenes ... See more keywords
N-Heterocyclic Carbene-Catalyzed Radical Relay Enabling Synthesis of δ-Ketocarbonyls.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c01199
Abstract: An NHC-catalyzed radical relay enabled the vicinal alkylacylation of alkenes using aldehydes and tertiary α-bromo esters as a versatile route to δ-keto esters bearing an all-carbon quaternary center at the position α to the ester.… read more here.
Keywords: relay enabling; catalyzed radical; carbene catalyzed; radical relay ... See more keywords
Theoretical Model for N-Heterocyclic Carbene-Catalyzed Desymmetrizing [4 + 1] and [4 + 2] Annulations of an Enal and Aryldialdehyde with 1,3-Cyclopentenedione.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c00270
Abstract: N-Heterocyclic carbene (NHC) catalyzed desymmetrizing reactions of olefins have rapidly developed in recent years; however, the origins of the chemo- and stereoselectivities of these reactions remain poorly understood. Herein, we propose a mechanistic map for… read more here.
Keywords: model heterocyclic; catalyzed desymmetrizing; theoretical model; carbene catalyzed ... See more keywords
Carbene-Catalyzed Atroposelective Annulation and Desymmetrization of Urazoles.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c01191
Abstract: An NHC-catalyzed atroposelective reaction between ynals and urazoles is disclosed. The reaction establishes a chiral C-N axis via an atroposelective [3 + 2] annulation/desymmetrization process. Our reaction allows efficient access to axially chiral and heteroatom-rich… read more here.
Keywords: annulation desymmetrization; carbene catalyzed; atroposelective annulation; catalyzed atroposelective ... See more keywords
N-Heterocyclic Carbene-Catalyzed Enantioselective Synthesis of Carbocycle-Fused Uracils via Formal [4 + 2] Annulation/Lactone Formation/Decarboxylation Cascade.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01165
Abstract: An unprecedented organocatalytic asymmetric construction of novel six-membered carbocycle fused uracils has been demonstrated by the reaction of the remotely enolizable 6-methyluracil-5-carbaldehydes with 2-bromoenals. The reaction involves an N-heterocyclic carbene-catalyzed formal [4 + 2] annulation… read more here.
Keywords: fused uracils; formal annulation; carbene catalyzed; carbocycle fused ... See more keywords
Oxidative N-Heterocyclic Carbene-Catalyzed Intramolecular Friedel-Crafts Alkylation of Indoles for the Synthesis of Spirocyclic Indolenines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01927
Abstract: The stereoselective intramolecular dearomatizing spirocyclization of indoles via oxidative N-heterocyclic carbene (NHC) catalysis to afford indolenines bearing an all-carbon quaternary center at the 3-position is reported. The reaction proceeds via the intramolecular nucleophilic addition of… read more here.
Keywords: catalyzed intramolecular; acyl azolium; carbene catalyzed; oxidative heterocyclic ... See more keywords
N-Heterocyclic Carbene-Catalyzed [3 + 2] Annulation of 3,3'-Bisoxindoles with α-Bromoenals: Enantioselective Construction of Contiguous Quaternary Stereocenters.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02180
Abstract: An NHC-catalyzed enantio- and diastereoselective [3 + 2] annulation of α-bromoenals with bisoxindoles is developed, affording efficient access to various spirocyclic bisoxindole alkaloids. This protocol tolerates a broad substrates scope, with various spirocyclic bisoxindoles obtained… read more here.
Keywords: quaternary stereocenters; catalyzed annulation; annulation; annulation bisoxindoles ... See more keywords
Sequential One-Pot Carbene-Catalyzed Intramolecular Stetter Reaction and Acid-Mediated Condensation: Access to Heteroatom Analogues of π-Extended Polyaromatic Hydrocarbons.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02693
Abstract: In this Letter, we disclose a simple and effective method to access a variety of phenanthro[9,10-b]furan and 1H-dibenzo[e,g]indole derivatives based on the design of a carbene-catalyzed intramolecular Stetter reaction followed by a Paal-Knorr reaction in… read more here.
Keywords: stetter reaction; catalyzed intramolecular; reaction; one pot ... See more keywords
Aerobic Oxidative N-Heterocyclic Carbene-Catalyzed Formal [3+3] Cyclization for the Synthesis of Tetrasubstituted Benzene Derivatives
Sign Up to like & getrecommendations! Published in 2022 at "Organic Letters"
DOI: 10.1021/acs.orglett.2c03879
Abstract: Herein, we present an accessible aerobic N-heterocyclic carbene (NHC)-catalyzed method that efficiently produces tetrasubstituted benzene rings in a single reaction. The method employs atmospheric oxygen (O2) as the terminal oxidant in a reaction that requires… read more here.
Keywords: aerobic oxidative; carbene catalyzed; heterocyclic carbene; tetrasubstituted benzene ... See more keywords
N-Heterocyclic Carbene-Catalyzed Aza-Michael-Mannich-Lactamization Cascade for the Enantioselective Synthesis of Pyrazoloquinolin-3-ones.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.2c04070
Abstract: The enantioselective synthesis of functionalized pyrazoloquinolin-3-ones via N-heterocyclic carbene-catalyzed cascade reaction of α-bromoenals with 2-aminoaryl N-tosyl hydrazones is reported. The in situ-generated α,β-unsaturated acylazoliums underwent an aza-Michael-Mannich-lactamization sequence to afford the tricyclic products bearing three… read more here.
Keywords: aza michael; enantioselective synthesis; pyrazoloquinolin ones; carbene catalyzed ... See more keywords
Synthesis of β-Ketonitriles via N-Heterocyclic-Carbene-Catalyzed Radical Coupling of Aldehydes and Azobis(isobutyronitrile).
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01168
Abstract: Herein, an NHC (N-heterocyclic carbene)-catalyzed radical coupling reaction between aldehydes and azobis(isobutyronitrile) (AIBN) has been developed. This method provides an efficient and convenient approach for the synthesis of β-ketonitriles containing a quaternary carbon center (31… read more here.
Keywords: aldehydes azobis; azobis isobutyronitrile; catalyzed radical; carbene catalyzed ... See more keywords