ChemInform Abstract: Tandem Nucleophilic Addition-Intramolecular Oxa-Michael Reaction: Novel Synthetic Route to Trifluoromethylated Phthalans.

ChemInform ◽  
2013 ◽  
Vol 44 (32) ◽  
pp. no-no
Author(s):  
Hongling Yuan ◽  
Yuefa Gong
Keyword(s):  
Nucleophilic Addition ◽  
Michael Reaction ◽  
Synthetic Route

Tandem Nucleophilic Addition−Intramolecular Aza-Michael Reaction: Facile Synthesis of Chiral Fluorinated Isoindolines

2010 ◽  
Vol 12 (23) ◽  
pp. 5494-5497 ◽  
Author(s):  
Santos Fustero ◽  
Javier Moscardó ◽  
María Sánchez-Roselló ◽  
Elsa Rodríguez ◽  
Pablo Barrio
Keyword(s):  
Nucleophilic Addition ◽  
Michael Reaction ◽  
Facile Synthesis

Mechanism of Mukaiyama−Michael Reaction of Ketene Silyl Acetal:  Electron Transfer or Nucleophilic Addition?

1996 ◽  
Vol 61 (9) ◽  
pp. 2951-2962 ◽  
Author(s):  
Junzo Otera ◽  
Yukihiro Fujita ◽  
Nobuyuki Sakuta ◽  
Morifumi Fujita ◽  
Shunichi Fukuzumi
Keyword(s):  
Electron Transfer ◽  
Nucleophilic Addition ◽  
Michael Reaction

ChemInform Abstract: Tandem Nucleophilic Addition/Oxa-Michael Reaction for the Synthesis of cis-2,6-Disubstituted Tetrahydropyrans.

ChemInform ◽  
2015 ◽  
Vol 46 (6) ◽  
pp. no-no
Author(s):  
Santosh J. Gharpure ◽  
J. V. K. Prasad ◽  
Kalisankar Bera
Keyword(s):  
Nucleophilic Addition ◽  
Michael Reaction

Synthesis of α-Thiooximes by Addition of Thiols to N,N-Bis(oxy)-enamines: A Comparative Study of S-, N-, and O-Nucleo­philes in Michael Reaction with Nitrosoalkene Species

Synlett ◽  
2018 ◽  
Vol 29 (10) ◽  
pp. 1334-1339 ◽  
Author(s):  
Alexey Sukhorukov ◽  
Yana Naumovich ◽  
Aleksandr Kokuev ◽  
Sema Ioffe
Keyword(s):  
Comparative Study ◽  
Nucleophilic Addition ◽  
Michael Reaction ◽  
Lewis Base ◽  
Base Catalysis ◽  
Relative Reactivity ◽  
Efficient Manner ◽  
Highly Efficient ◽  
Relative Nucleophilicity ◽  
First Time

Nucleophilic addition of thiols to N,N-bis(oxy)enamines (nitrosoalkene acetals) produce valuable α-thiooximes in a highly efficient manner. The reaction was found to be solvent-dependent, likely because of distinct mechanisms operating in nonpolar and basic solvents (involving either Brønsted acid or Lewis base catalysis). By performing a series of competition experiments, the relative reactivity of S-, N-, and O-nucleophiles in reaction with N,N-bis(oxy)enamines was determined for the first time. Interestingly, the relative nucleophilicity was found to be highly dependent on the solvent, which allows regioselective control of these reactions by using an appropriate medium.

A New Approach for the Synthesis of 6,7-Dihydro-5H-Cyclopenta[b]pyridine

2013 ◽  
Vol 634-638 ◽  
pp. 1211-1214
Author(s):  
Jin Hua Zhou ◽  
Hai Li Gao ◽  
Han Zhou Sun ◽  
Yu Xiong Wu
Keyword(s):  
1H Nmr ◽  
Nucleophilic Addition ◽  
Raw Materials ◽  
Total Yield ◽  
Target Product ◽  
Synthetic Route ◽  
Reaction Conditions ◽  
Nmr Spectrum ◽  
New Approach ◽  
Efficient Route

A new practical and efficient route was developed for the synthesis of 6,7-dihydro-5H-cyclopenta[b]pyridine, which is a key intermediate of cefpirome. Leading to the formation of the corresponding product, nucleophilic addition, acetylization, Vilsmeier cyclization reaction and dechlorination were employed under mild reaction conditions by using commercially available cyclopentanone and benzylamine as raw materials. The total yield of this newly developed synthetic route for the target product was 43.15% with 99.7% of purity (HPLC). The structure of target molecular was confirmed by LC-MS and 1H NMR spectrum.

scholarly journals Accessing HIV-1 Protease Inhibitors through Visible-Light-Mediated Sequential Photocatalytic Decarboxylative Radical Conjugate Addition-Elimination–Oxa-Michael Reactions

2021 ◽  
Author(s):  
Tomislav Krolo ◽  
Aditya Bhattacharyya ◽  
Oliver Reiser
Keyword(s):  
Visible Light ◽  
Protease Inhibitors ◽  
Carboxylic Acids ◽  
Michael Reaction ◽  
Conjugate Addition ◽  
Cyclic Ether ◽  
Synthetic Route ◽  
Michael Reactions ◽  
Synthetic Strategy ◽  
Hiv 1

A novel photocatalytic decarboxylative radical conjugate addition-elimination-oxa-Michael reaction of hydroxyalkylated carboxylic acids with cyclopentenones has been developed to construct diverse cyclopentanonyl-fused functionalized cyclic ether derivatives in the presence of an inexpensive organic photocatalyst. The stereoselective synthetic strategy is amenable to substructural variation, establishing a direct total synthetic route to two diastereomers of C3-Amino cyclopentyltetrahydrofuranyl-derived potent HIV-1 protease inhibitors with low nanomolar IC 50 values.

scholarly journals A New Synthetic Route to Polyhydrogenated Pyrrolo[3,4-b]pyrroles by the Domino Reaction of 3-Bromopyrrole-2,5-diones with Aminocrotonic Acid Esters

2017 ◽  
Author(s):  
Khidmet Shikhaliev ◽  
Artem Sabynin ◽  
Valeri Sekirin ◽  
Michael Krysin ◽  
Fedor Zubkov ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
Domino Reaction ◽  
Synthetic Approach ◽  
Synthetic Route ◽  
Stereoselective Reaction ◽  
Acid Esters

A new synthetic approach to polyfunctional hexahydropyrrolo[3,4-b]pyrroles was developed based on cyclization of N-arylbromomaleimides with aminocrotonic acid esters. A highly chemo- and stereoselective reaction is a Hantzsch-type domino process, involving the steps of initial nucleophilic C-addition or substitution and subsequent intramolecular nucleophilic addition without recyclyzation of imide cycle.

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