36092-42-9Relevant academic research and scientific papers
Photoinduced Hydrocarboxylation via Thiol-Catalyzed Delivery of Formate across Activated Alkenes
Alektiar, Sara N.,Wickens, Zachary K.
supporting information, p. 13022 - 13028 (2021/09/03)
Herein we disclose a new photochemical process to prepare carboxylic acids from formate salts and alkenes. This redox-neutral hydrocarboxylation proceeds in high yields across diverse functionalized alkene substrates with excellent regioselectivity. This operationally simple procedure can be readily scaled in batch at low photocatalyst loading (0.01% photocatalyst). Furthermore, this new reaction can leverage commercially available formate carbon isotologues to enable the direct synthesis of isotopically labeled carboxylic acids. Mechanistic studies support the working model involving a thiol-catalyzed radical chain process wherein the atoms from formate are delivered across the alkene substrate via CO2?- as a key reactive intermediate.
Modular 1,1′-Ferrocenediyl-cored P-Stereogenic Diphosphines: ′′JDayPhos′′ Series and its Use in Rhodium(I)-Catalyzed Hydrogenation
Poklukar, Ga?per,Stephan, Michel,Mohar, Barbara
supporting information, p. 2566 - 2570 (2018/05/16)
A novel ferrocene-based P-stereogenic diphospine ligand series dubbed JDayPhos was developed, which rhodium(I) complexes of some of its members exhibited excellent enantioselectivity (up to >99% ee) and high activity in asymmetric hydrogenation of β-unsubstituted or -substituted itaconates and α-methylene-γ-oxo-carboxylates. (Figure presented.).
Preparation method of mitiglinide calcium
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, (2018/05/07)
The invention relates to a preparation method of mitiglinide calcium, which includes steps of step 1, synthesis of benzal butanedioic acid; step 2, synthesis of benzylsuccinic acid; step 3, synthesisof (S)-benzylsuccinic acid (R)-alpha- phenylethylamine; step 4, synthesis of (S)-benzylsuccinic acid; step 5, synthesis of 2S-dihydro-isoindole indolebutyric acid; step 6, synthesis of crude product of mitiglinide calcium; step 7, refining of mitiglinide calcium.
Triflic Acid Mediated Cyclization of Unsymmetrical N -Phenethyl- and N -(3-Indolylethyl)succinimides: Regio- and Diastereoselective Synthesis of Substituted Pyrroloisoquinolinones and Indolizino-indolones
Selvakumar, Jayaraman,Mangalaraj, Selvaraj,Achari, Kamsali Murali Mohan,Mukund, Krishna,Ramanathan, Chinnasamy Ramaraj
, p. 1053 - 1064 (2017/02/24)
The regio and diastereoselective synthesis of 1 or 2 alkyl-substituted pyrroloisoquinolinones and indolizinoindolones by triflic acid mediated cyclization via an electrophilic activation of unsymmetrical succinimide carbonyl groups followed by the reducti
Decatungstate photocatalyzed benzylation of alkenes with alkylaromatics
Qrareya, Hisham,Ravelli, Davide,Fagnoni, Maurizio,Albini, Angelo
supporting information, p. 2891 - 2899 (2014/03/21)
The direct benzylation of electrophilic al-kenes with alkylbenzenes has been achieved by decatungstate photocatalysis in a high ionic strength medium (5:1 acetonitrile/water mixed solvents, 0.5 M lithium perchlorate). The reaction has been extended to ring-substituted (Cl, F, CN) toluenes and further alkylbenzenes. Intramolecular selectivity (p-cymene, 4-methylanisole) and deuteration effects support the atom transfer character of the process that, however, requires a sufficient stabilization of the intermediate polar exciplex to occur. The reactivity of the deca-tungstate anion is compared with that of aromatic ketones, the benchmark of photochemical hydrogen/ electron transfer processes.
Decatungstate as photoredox catalyst: Benzylation of electron-poor olefins
Montanaro, Sara,Ravelli, Davide,Merli, Daniele,Fagnoni, Maurizio,Albini, Angelo
supporting information; experimental part, p. 4218 - 4221 (2012/09/22)
Excited tetrabutylammonium decatungstate (TBADT), known to activate a variety of compounds via hydrogen atom transfer (HAT), has now been applied as a photoredox catalyst for the effective oxidative cleavage of benzyl silanes and radical benzylation of reducible olefins occurring in isolated yields from poor to excellent.
2-Amino-4-functionalized tetralin derivatives and related glycogen phosphorylase inhibitors
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Page/Page column 17, (2010/11/08)
Novel compounds are provided which are glycogen phosphorylase inhibitors which are useful in treating, preventing or slowing the progression of diseases requiring glycogen phosphorylase inhibitor therapy such as diabetes and related conditions (such as hy
Preparation of (R)-(-)- and (S)-(+)-3-hydroxymethyl-1-tetralone tosylates, key intermediates in the synthesis of new CNS drugs, via resolution of precursors
Caro, Yolanda,Masaguer, Christian F.,Ravina, Enrique
, p. 381 - 387 (2007/10/03)
The preparation of (R)-(-)- and (S)-(+)-3-hydroxymethyl-1-tetralone tosylates, key intermediates in the synthesis of new CNS drugs in the aminobutyrophenone family, has been developed via classical resolutions or lipase-catalyzed kinetic resolution of one of their precursors.
Nitroalkanes and dimethyl maleate as source of 3-alkyl succinic anhydrides and (E)-3-alkylidene succinic anhydrides
Ballini, Roberto,Bosica, Giovanna,Fiorini, Dennis,Righi, Paolo
, p. 681 - 685 (2007/10/03)
Nitroalkanes react with dimethyl maleate giving a tandem Michael addition/elimination of nitrous acid. The obtained (E)-2-alkylidene dimethyl succinates are: (i) reduced to the corresponding 2-alkyl dimethyl succinates which after hydrolysis produce 1,4-dicarboxylic acids that are prone to convert into the corresponding 3-alkyl succinic anhydrides or (ii) hydrolysed to (E)-2-alkylidene-succinic acids that are easily cyclised to (E)-3-alkylidene succinic anhydrides.
Synthesis of monosubstituted succinic acids from tert-butylsuccinate
Bergmeier,Ismail
, p. 1369 - 1371 (2007/10/03)
We report the preparation and alkylation of the dianion of t-butylsuccinate. This alkylation reaction has proven to be a useful method for the preparation of monosubstituted succinic acids and anhydrides.
