Palladium-Catalyzed Dearomative Arylvinylation Reaction of Indoles with N-Arylsulfonylhydrazones
Sign Up to like & getrecommendations! Published in 2019 at "Organometallics"
DOI: 10.1021/acs.organomet.9b00112
Abstract: A Pd-catalyzed dearomative arylvinylation reaction of indoles with N-arylsulfonylhydrazones as coupling partners is developed, which proceeds via a domino sequence involving dearomative carbopalladation, Pd-carbene migratory insertion, and regioselective β-hydride elimination. A range of 3-vinylindolines bearing… read more here.
Keywords: arylvinylation; dearomative arylvinylation; arylvinylation reaction; catalyzed dearomative ... See more keywords
Phosphine-Catalyzed Dearomative [3 + 2] Cycloaddition of Benzoxazoles with a Cyclopropenone
Sign Up to like & getrecommendations! Published in 2022 at "Organic Letters"
DOI: 10.1021/acs.orglett.1c04045
Abstract: The triphenylphosphine-catalyzed dearomative [3 + 2] cycloaddition of benzoxazoles with 1,2-diphenylcyclopropenone is herein described. The reaction scope, mechanism, and possible future applications of this rare organocatalyzed cycloaddition are herein discussed. read more here.
Keywords: cycloaddition benzoxazoles; catalyzed dearomative; benzoxazoles cyclopropenone; dearomative cycloaddition ... See more keywords
Palladium-Catalyzed Dearomative Fluoroallylation of Pyrroles with gem-Difluorinated Cyclopropanes.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c00817
Abstract: We herein report the development of a novel Pd-catalyzed dearomative functionalization of pyrroles with gem-difluorinated cyclopropanes (gem-F2CPs). This dearomative/ring-opening strategy streamlines the diversity-oriented synthesis (DOS) of α-quaternary 2-fluoroallylic 2H-pyrroles with a broad scope and excellent… read more here.
Keywords: palladium catalyzed; difluorinated cyclopropanes; dearomative fluoroallylation; gem difluorinated ... See more keywords
Gold(I) Catalyzed Dearomative Claisen Rearrangement of Allyl, Allenyl Methyl, and Propargyl Aryl Ethers.
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DOI: 10.1021/acs.orglett.7b03306
Abstract: Claisen rearrangements of allyl aryl ethers to generate enones bearing all carbon quaternary centers are accelerated by Ph3PAuNTf2 under mild conditions in good yields. Multiple C-C bond containing variants of the allyl fragment are viable,… read more here.
Keywords: aryl ethers; claisen; dearomative claisen; allyl ... See more keywords
Pd-Catalyzed Dearomative Carboxylation of Indolylmethanol Derivatives.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b03337
Abstract: By using a new catalytic system (PdCl2[P( n-Bu)3]2 in combination with ZnEt2), various 3-indolylmethanol derivatives were successfully carboxylated with CO2 (1 atm) via dearomatization of the indole nucleus, affording 3-methyleneindoline-2-carboxylates. In contrast, carboxylation of 2-indolylmethanol… read more here.
Keywords: carboxylation indolylmethanol; indolylmethanol derivatives; catalyzed dearomative; dearomative carboxylation ... See more keywords
Pd-Catalyzed Dearomative Three-Component Reaction of Bromoarenes with Diazo Compounds and Allylborates
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DOI: 10.1021/acscatal.9b03461
Abstract: A catalytic dearomative three-component reaction of bromoarenes with TMS-diazomethane and allyl borate was developed. The key of this assembling reaction is the use of a diazo compound to generate a Pd-π-benzyl intermediate through a Pd-carbene… read more here.
Keywords: reaction bromoarenes; three component; reaction; catalyzed dearomative ... See more keywords
Enantioselective Pd-catalyzed dearomative reductive Heck and domino Heck-Suzuki reactions of 2-CF3-indoles.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc01435a
Abstract: Highly enantioselective palladium-catalyzed dearomative reductive Heck reaction and domino Heck-Suzuki reaction of 2-CF3-indoles have been developed. Using Pd(OAc)2/(R)-Synphos as the catalyst and Et3SiH as a hydride source, a variety of indolines bearing a 2-trifluoromethyl quaternary… read more here.
Keywords: heck; catalyzed dearomative; heck suzuki; reductive heck ... See more keywords
NiH-catalyzed dearomative hydroalkylation of indoles.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc01650h
Abstract: A NiH-catalyzed intermolecular dearomative hydroalkylation of indoles has been developed, which assembles an array of structurally diverse C2-alkylated indolines with moderate to excellent yields. This protocol exhibits good functional group tolerance, allowing for late-stage functionalization… read more here.
Keywords: hydroalkylation indoles; catalyzed dearomative; nih catalyzed; dearomative hydroalkylation ... See more keywords
Excited Pd-catalyzed dearomative 1,4-dicarbofunctionalization of nonactivated aromatic rings
Sign Up to like & getrecommendations! Published in 2025 at "Organic Chemistry Frontiers"
DOI: 10.1039/d4qo02173h
Abstract: Excited-palladium catalysis has already been exploited to achieve 1,4-difunctionalization of dienes via the radical generation of allylpalladium intermediate. Herein, the nonactivated phenyl rings that are treated as the masked trienes,... read more here.
Keywords: aromatic rings; nonactivated aromatic; excited catalyzed; dearomative dicarbofunctionalization ... See more keywords