Urea derivative organocatalyzed enantioselective Friedel-Crafts alkylation of α-naphthols with isatins.
Sign Up to like & getrecommendations! Published in 2022 at "Chirality"
DOI: 10.1002/chir.23447
Abstract: An organocatalytic enantioselective Friedel-Crafts alkylation of α-naphthols with isatin derivatives was catalyzed by Takemoto-type urea catalyst to give optical active 3-(naphthalen-2-yl)-3-hydroxy-2-oxindoles in 75%-92% yields with up to 95% enantiomeric excess (ee) value. The catalyst type… read more here.
Keywords: crafts alkylation; alkylation naphthols; enantioselective friedel; friedel crafts ... See more keywords
Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl3 through Friedel‐Crafts Alkylation and Post‐Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina
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DOI: 10.1002/open.202200042
Abstract: Abstract The present study reports an innovative finding that alumina containing water or primary alcohol catalyzes the hydrolysis or alcoholysis, respectively, of the product formed through AlCl3‐mediated Friedel‐Crafts alkylation of methyl‐substituted benzenes and CHCl3. The… read more here.
Keywords: syntheses diphenylmethanol; crafts alkylation; friedel crafts; hydrolysis alcoholysis ... See more keywords
Functionalization of Syndiotactic Polystyrene via Superacid-Catalyzed Friedel–Crafts Alkylation
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DOI: 10.1007/s11244-018-0913-6
Abstract: Crystalline syndiotactic polystyrene (sPS) was functionalized by superacid-catalyzed Friedel–Crafts alkylation. Once a tertiary carbocation is generated by the reaction of tertiary alcohols and triflic acid, it subsequently reacted with aromatic ring of sPS, forming alkyl… read more here.
Keywords: crafts alkylation; superacid catalyzed; syndiotactic polystyrene; catalyzed friedel ... See more keywords
One-pot access to indolylchromeno[2,3-b]indoles via iodine-mediated Friedel-Crafts alkylation/oxidative coupling reaction of indoles and salicylaldehydes
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DOI: 10.1016/j.tet.2018.03.065
Abstract: Abstract An I2-mediated Friedel-Crafts alkylation/oxidative coupling reaction of indoles and salicylaldehydes was developed. With the developed protocol, a series of indolylchromeno[2,3-b]indoles were obtained in good yields (up to 88%) under mild reaction conditions. Two possible… read more here.
Keywords: crafts alkylation; alkylation oxidative; reaction; oxidative coupling ... See more keywords
Chiral phosphoric acid catalyzed aza-Friedel-Crafts alkylation of indoles with cyclic aryl α-ketimino esters
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2016.12.012
Abstract: Abstract A highly enantioselective aza-Friedel-Crafts alkylation of indoles with cyclic aryl α-ketimino esters catalyzed by a chiral phosphoric acid has been developed, the corresponding α,α-disubstituted unnatural α-amino ester derivatives were obtained in moderate to high… read more here.
Keywords: crafts alkylation; cyclic aryl; indoles cyclic; alkylation indoles ... See more keywords
Enantioselective Friedel-Crafts Alkylation Reaction of Pyrroles with N-Unprotected Alkynyl Trifluoromethyl Ketimines.
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DOI: 10.1021/acs.orglett.2c01972
Abstract: Developed herein is an enantioselective Friedel-Crafts alkylation reaction of N-unprotected alkynyl trifluoromethyl ketimines with pyrroles catalyzed by chiral phosphoric acid to furnish chiral primary α-trifluoromethyl-α-(2-pyrrolyl)propargylamines with high enantioselectivity. Transformation of the alkynyl group of the… read more here.
Keywords: trifluoromethyl; unprotected alkynyl; crafts alkylation; friedel crafts ... See more keywords
Asymmetric Synthesis of Triphenylmethanes via Organocatalytic Regio- and Enantioselective Friedel-Crafts Alkylation of Aniline Derivatives.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00370
Abstract: Herein, we described a highly regio- and enantioselective Friedel-Crafts alkylation of aniline derivatives with in situ generated ortho-quinone methides enabled by chiral phosphoric acid, furnishing a wide range of enantioenriched triarylmethanes bearing three similar benzene… read more here.
Keywords: crafts alkylation; friedel crafts; aniline derivatives; regio enantioselective ... See more keywords
Ag(I)-Catalyzed Nucleophilic Addition and Friedel-Crafts Alkylation between α-Oxoketene Dithioacetals and Propargyl Carbonates.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b03180
Abstract: Silver-catalyzed nucleophilic addition and intramolecular Friedel-Crafts alkylation between α-oxoketene dithioacetals and tertiary propargylic carbonates have been realized. The reactions proceeded in moderate to good yields with broad substrate scope, providing a straightforward method for the… read more here.
Keywords: crafts alkylation; catalyzed nucleophilic; nucleophilic addition; alkylation oxoketene ... See more keywords
Fe(III)-Catalyzed Diastereoselective Friedel-Crafts Alkylation-Hemiketalization-Lactonization Cascade for the Synthesis of Polycyclic Bridged 2-Chromanol Lactones.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b00614
Abstract: An unprecedented Fe(III)-catalyzed Friedel-Crafts alkylation-hemiketalization-lactonization cascade of electron-rich hydroxy arenes and distinctively functionalized unsaturated 4-keto esters is developed for the construction of polycyclic bridged 2-chromanol lactones. Following this simple and facile protocol, a broad range… read more here.
Keywords: crafts alkylation; hemiketalization lactonization; lactonization cascade; alkylation hemiketalization ... See more keywords
Enantioselective Friedel–Crafts Alkylation Reaction of Indoles with α-Trifluoromethylated β-Nitrostyrenes Catalyzed by Chiral BINOL Metal Phosphate
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DOI: 10.1021/acscatal.9b01811
Abstract: An efficient enantioselective Friedel–Crafts alkylation reaction of indoles with α-CF3-substituted β-nitrostyrenes is disclosed. The key to success is the use of a chiral calcium BINOL bis(phosphate) complex as a Lewis acid catalyst. The reaction gives… read more here.
Keywords: enantioselective friedel; alkylation reaction; friedel crafts; crafts alkylation ... See more keywords
Asymmetric synthesis of chromans via the Friedel–Crafts alkylation–hemiketalization catalysed by an N,N′-dioxide scandium(III) complex
Sign Up to like & getrecommendations! Published in 2017 at "Organic chemistry frontiers"
DOI: 10.1039/c7qo00323d
Abstract: An enantioselective tandem Friedel–Crafts alkylation–hemiketalization between electron-rich phenols and α,β-unsaturated ketoesters gave a direct approach to chiral 2,3-disubstituted chromans in the presence of a chiral N,N′-dioxide/Sc(OTf)3 complex. High enantioselectivities (up to 95% ee), high diastereoselectivities… read more here.
Keywords: crafts alkylation; alkylation hemiketalization; friedel crafts;