Multicomponent versus domino reactions: One-pot free-radical synthesis of β-amino-ethers and β-amino-alcohols

Bianca Rossi; Nadia Pastori; Simona Prosperini; Carlo Punta

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Multicomponent versus domino reactions: One-pot free-radical synthesis of β-amino-ethers and β-amino-alcohols

机译：多组分与多米诺反应：一锅自由基合成β-氨基醚和β-氨基醇

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Following an optimized multicomponent procedure, an aryl amine, a ketone, and a cyclic ether or an alcohol molecule are assembled in a one-pot synthesis by nucleophilic radical addition of ketyl radicals to ketimines generated in situ. The reaction occurs under mild conditions by mediation of the TiCl4/Zn/t-BuOOH system, leading to the formation of quaternary β-amino-ethers and -alcohols. The new reaction conditions guarantee good selectivity by preventing the formation of secondary products. The secondary products are possibly derived from a competitive domino reaction, which involves further oxidation of the ketyl radicals.

机译：按照优化的多组分程序，通过将酮基与原位生成的酮亚胺基团进行亲核基团加成，可在一锅合成中组装芳基胺，酮和环状醚或醇分子。该反应在温和条件下通过TiCl4 / Zn / t-BuOOH系统的介导而发生，从而导致季铵β-氨基醚和-醇的形成。新的反应条件通过防止副产物的形成确保了良好的选择性。次级产物可能来自竞争性的多米诺骨牌反应，该反应涉及酮基的进一步氧化。

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《Beilstein journal of organic chemistry.》 |2015年第1期|共8页
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Bianca Rossi; Nadia Pastori; Simona Prosperini; Carlo Punta;
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1. Multicomponent versus domino reactions: One-pot free-radical synthesis of β-amino-ethers and β-amino-alcohols [J] . Bianca Rossi, Nadia Pastori, Simona Prosperini, Beilstein journal of organic chemistry. . 2015,第1期

机译：多组分与多米诺反应：一锅自由基合成β-氨基醚和β-氨基醇
2. A Novel Route for the Diastereoselective Synthesis of Dispiro [tetrahydroquinoline-bis(2,2-dimethyl[1,3]dioxane-4,6-dione)] Derivatives via a One-Pot Domino Multicomponent Reaction of Arylamines, Aromatic Aldehydes, and Meldrum's Acid [J] . Lashkari Mojtaba, Maghsoodlou Malek Taher, Hazeri Nourallah, Journal of Heterocyclic Chemistry: The International Journal of Heterocyclic Chemistry . 2015,第3期

机译：通过芳族胺，芳香醛和Meldrum的单锅多米诺骨牌多组分反应非对映选择性合成Dispiro [四氢喹啉-双（2,2-二甲基[1,3]二恶烷-4,6-二酮）]衍生物的新路线酸
3. A multicomponent domino reaction and in situ aerobic oxidation sequence for the first one-pot synthesis of polycyclic benzimidazoles from 1,3-dicarbonyl derivatives [J] . Lieby-Muller F, Simon C, Imhof K, Synlett . 2006,第11期

机译：多组分多米诺骨牌反应和原位好氧氧化顺序，从1，3-二羰基衍生物一次合成多环苯并咪唑
4. Nano CuFe_2O_4: A reusable magnetic catalyst for the synthesis of 2-amino-5,10-dioxo-4-styryl-5,10-dihydro-4H-benzogchromene-3-carbonitrile via a one-pot multicomponent reaction [C] . A. H. Cahyana, S. Saidah, B. Ardiansah International Symposium on Current Progress in Mathematics and Sciences . 2018

机译：纳米CuFe_2O_4：通过单盆多组分反应合成2-氨基-5,10-二氧基-4-苯并-5,10-二氢-4H-苯并铬-3-腈的可重复使用的磁性催化剂
5. Exploring Enantioselective and Multicomponent One-Pot Reactions Utilizing Alkynes as Linchpins Toward Biologically Active Molecules [D] . Horton, Jade A. 2018

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6. Multicomponent versus domino reactions: One-pot free-radical synthesis of β-amino-ethers and β-amino-alcohols [O] . Bianca Rossi, Nadia Pastori, Simona Prosperini, 2015

机译：多组分与多米诺反应：一锅自由基合成β-氨基醚和β-氨基醇
7. Multicomponent versus domino reactions: One-pot free-radical synthesis of β-amino-ethers and β-amino-alcohols [O] . Bianca Rossi, Nadia Pastori, Simona Prosperini, 2015

机译：多组分与多米诺反应：一锅自由基合成β-氨基醚和β-氨基醇

Multicomponent versus domino reactions: One-pot free-radical synthesis of β-amino-ethers and β-amino-alcohols

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