- Rh-Catalyzed, Regioselective, C-H Bond Functionalization: Access to Quinoline-Branched Amines and Dimers
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Rh-catalyzed, chelation-induced, C-5 regioselective C-H functionalization of 8-amidoquinolines with a range of N-Boc aminals is reported for the first time. The addition of in situ generated imines to C(sp2)-H bonds afforded branched amines in
- Reddy, M. Damoder,Fronczek, Frank R.,Watkins, E. Blake
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- Regioselective Allylation of Carbon Electrophiles with Alkenyl-silanes under Dual Catalysis by Cationic Platinum(II) Species
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In the presence of catalytic amounts of platinum(II) chloride and silver(I) hexafluoroantimonate, (Z)-alkenylsilanes reacted with various carbon electrophiles (acetals, aminals, carboxylic anhydrides, alkyl chlorides, etc.) at the γ-position to give allylation products. A plausible mechanism for the platinum-catalyzed allylation involves alkene migration of alkenylsilanes to allylsilanes and subsequent allylation of carbon electrophiles, both of which are catalyzed by a cationic platinum(II) species.
- Kinoshita, Hidenori,Kizu, Ryosuke,Horikoshi, Masahiro,Inoue, Gen,Fujimoto, Masayuki,Saito, Masanori,Ichikawa, Junji,Hosomi, Akira,Miura, Katsukiyo
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supporting information
p. 520 - 534
(2016/02/16)
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- Platinum-catalyzed allylation of carbon electrophiles with alkenylsilanes
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In the presence of catalytic amounts of PtCl2 and AgSbF6, (Z)-alkenylsilanes react with various carbon electrophiles at the γ-position to give allylation products. A plausible mechanism for the Pt-catalyzed allylation involves alkene migration of alkenylsilanes to allylsilanes and subsequent allylation of carbon electrophiles.
- Kinoshita, Hidenori,Kizu, Ryosuke,Inoue, Gen,Fujimoto, Masayuki,Saito, Masanori,Ichikawa, Junji,Hosomi, Akira,Miura, Katsukiyo
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supporting information
p. 713 - 716
(2015/01/30)
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- Molybdate and silica sulfuric acids as heterogeneous alternatives for synthesis of gem-bisamides and bisurides from aldehydes and amides, carbamates, nitriles or urea
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Molybdate sulfuric acid (MSA) and silica sulfuric acid (SSA) has been prepared and used as efficient solid catalysts for the synthesis of gem-bisamides and bisurides via the one-pot three-component reaction of two moles of amides, nitriles, carbamates or urea with aldehydes. The catalytic efficiency of SSA, MSA, or H2SO4 98% per H+ sites as turnover number (TON), turnover frequency (TOF), and atomic economy (AE) was calculated and compared for quantitative evaluation of catalysts. The AE, TON, and TOF factors show the superiority of the SSA versus MSA and H 2SO4. Short reaction times, simple work-up, chemoselectivity, low loading, and reusability of solid acid catalysts are extra advantages than current methods reported in the literature with corrosive acidic catalysts.
- Tamaddon, Fatemeh,Kargar-Shooroki, Hossein,Jafari, Abbas Ali
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- New opinions on the amidoalkylation of hydrophosphorylic compounds
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A new and milder version of the procedure for the synthesis of N-protected α-aminoalkylphosphorylic compounds by reaction of alkyl carbamates, aldehydes and hydrophosphorylic compounds in acetic anhydride/acetyl chloride and a new mechanism for this type of reaction are described. The isolation, for the first time, of N,N′-benzylidene- and N,N′-alkylidenebiscarbamates as intermediates from the reaction medium and studies of the direct reaction of pre-obtained biscarbamates and hydrophosphorylic compounds in acetic anhydride are reported. A new version of the mechanism for this reaction which includes an Arbuzov-type reaction is proposed.
- Dmitriev, Maxim E.,Ragulin, Valery V.
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supporting information; experimental part
p. 2613 - 2616
(2010/07/06)
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- Activated imines and animal derivatives: Potential precursors of β- amino acids
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Sulfonylimines and activated bisaminal derivatives can be easily synthesized using aldehydes and sulfonamides, carbamates, ureas or amides. Such precursors can be transformed in good yield into β-amino acid precursors by using Lewis acid and/or base catalyzed reactions.
- Milenkovic,Fache,Faure,Lemaire
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p. 1535 - 1546
(2007/10/03)
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