A Predictive Model Towards Site‐Selective Metalations of Functionalized Heterocycles, Arenes, Olefins, and Alkanes using TMPZnCl⋅LiCl

Autor: Paul Knochel, Shu‐Mei Yang, Moritz Balkenhohl, Ilya S. Makarov, Hendrik Zipse, Harish Jangra

Publikováno v: Angewandte Chemie (International Ed. in English)

The development of a predictive model towards site‐selective deprotometalation reactions using TMPZnCl⋅LiCl is reported (TMP=2,2,6,6‐tetramethylpiperidinyl). The pK a values of functionalized N‐, S‐, and O‐heterocycles, arenes, alkenes, o

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7e1ed233bb46e7696f3b8ca1d4668fda
https://doi.org/10.1002/ange.202005372

Zn-, Mg-, and Li-TMP Bases for the Successive Regioselective Metalations of the 1,5-Naphthyridine Scaffold (TMP=2,2,6,6-Tetramethylpiperidyl)

Autor: Moritz Balkenhohl, Konstantin Karaghiosoff, Robert Greiner, Benjamin Heinz, Ilya S. Makarov, Paul Knochel, Hendrik Zipse

Publikováno v: Chemistry - A European Journal. 23:13046-13050

A set of successive regioselective metalations and functionalizations of the 1,5-naphthyridine scaffold are described. A combination of Zn-, Mg-, and Li-TMP (TMP = 2,2,6,6-tetramethylpiperidyl) bases and the presence or absence of a Lewis acid (BF3 c

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6cfd296bdb00c8ae7db63bbfe9891c49
https://doi.org/10.1002/chem.201703638

Dehydrogenative Synthesis of Carboxylic Acids from Primary Alcohols and Hydroxide Catalyzed by a Ruthenium N-Heterocyclic Carbene Complex

Autor: Peter Fristrup, Ilya S. Makarov, Carola Santilli, Robert Madsen

Publikováno v: Santilli, C, Makarov, I, Fristrup, P & Madsen, R 2016, ' Dehydrogenative Synthesis of Carboxylic Acids from Primary Alcohols and Hydroxide Catalyzed by a Ruthenium N-Heterocyclic Carbene Complex ', The Journal of Organic Chemistry, vol. 81, no. 20, pp. 9931-9938 . https://doi.org/10.1021/acs.joc.6b02105

Primary alcohols have been reacted with hydroxide and the ruthenium complex [RuCl2(IiPr)(p-cymene)] to afford carboxylic acids and dihydrogen. The dehydrogenative reaction is performed in toluene, which allows for a simple isolation of the products b

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2e344b1c13d2791eee817a136bb7a5b1
https://doi.org/10.1021/acs.joc.6b02105

Palladium-Catalyzed Carbonylative Couplings of Vinylogous Enolates: Application to Statin Structures

Autor: Ilya S. Makarov, Takashi Kuwahara, Anders T. Lindhardt, Troels Skrydstrup, Ilhyong Ryu, Xavier Jusseau

Publikováno v: Makarov, I S, Kuwahara, T, Jusseau, X, Ryu, I, Lindhardt, A T & Skrydstrup, T 2015, ' Palladium-Catalyzed Carbonylative Couplings of Vinylogous Enolates : Application to Statin Structures ', Journal of the American Chemical Society, vol. 137, no. 44, pp. 14043-14046 . https://doi.org/10.1021/jacs.5b09342

The first Pd-catalyzed carbonylative couplings of aryl and vinyl halides with vinylogous enolates are reported generating products derived from C-C bond formation exclusively at the γ-position. Good results were obtained with a dienolate derivative

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a24445fc973dede25624bf4f0eb82da5
https://doi.org/10.1021/jacs.5b09342

Efficient Fluoride-Catalyzed Conversion of CO2 to CO at Room Temperature

Autor: Dennis U. Nielsen, Kim Daasbjerg, Anders T. Lindhardt, Troels Skrydstrup, Camille Lescot, Ilya S. Makarov

Publikováno v: Lescot, C, Nielsen, D U, Makarov, I, Lindhardt, A T, Daasbjerg, K & Skrydstrup, T 2014, ' Efficient Fluoride-Catalyzed Conversion of CO 2 to CO at Room Temperature ', Journal of the American Chemical Society, vol. 136, no. 16, pp. 6142-6147 . https://doi.org/10.1021/ja502911e

A protocol for the efficient and selective reduction of carbon dioxide to carbon monoxide has been developed. Remarkably, this oxygen abstraction step can be performed with only the presence of catalytic cesium fluoride and a stoichiometric amount of

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::50d82d58f3b7480dbd8805568ad673bb
https://doi.org/10.1021/ja502911e