3988-74-7Relevant academic research and scientific papers
Domino Synthetic Strategy for Tetrahydrothiopyran Derivatives from Benzaldehydes, 2-Acetylfuran/2-Acetylthiophene, and Sodium Sulfide
Chen, Dongdong,Du, Weixia,Yang, Xufeng,Liu, Tao
, p. 9088 - 9095 (2020)
A novel domino reaction from benzaldehydes and 2-acetylfuran/2-acetylthiophene with sodium sulfide was developed to synthesize a series of tetrahydrothiopyran (THTP) derivatives. The reaction proceeded well to construct a tetrahydrothiopyran ring and five new bonds in one step. A mechanism is proposed, involving a stepwise Aldol/double Michael addition/Aldol (AMMA) reaction cascade. In this transformation, sodium sulfide acts as a nucleophile and base. This method is characterized by transition-metal-free, commercially available starting materials and mild reaction conditions.
Potassium Base-Catalyzed Michael Additions of Allylic Alcohols to α,β-Unsaturated Amides: Scope and Mechanistic Insights
Kurouchi, Hiroaki,Sai, Masahiro
supporting information, p. 3585 - 3591 (2021/06/27)
We report herein the first KHMDS-catalyzed Michael additions of allylic alcohols to α,β-unsaturated amides through allylic isomerization. The reaction proceeds smoothly in the presence of only 5 mol% of KHMDS to afford a variety of 1,5-ketoamides in high yields. Mechanistic investigations, including experimental and computational studies, reveal that the KHMDS-catalyzed in-situ generation of the enolate from the allylic alcohol through a tunneling-assisted 1,2-hydride shift is the key to the success of this transformation. (Figure presented.).
Potassium Base-Promoted Diastereoselective Synthesis of 1,3-Diols from Allylic Alcohols and Aldehydes through a Tandem Allylic-Isomerization/Aldol–Tishchenko Reaction
Sai, Masahiro
supporting information, p. 4053 - 4056 (2021/10/25)
This study reports the first base-promoted aldol–Tishchenko reactions of allylic alcohols with aldehydes initiated by allylic isomerization. The reaction enables the diastereoselective synthesis of a variety of 1,3-diols with three contiguous stereogenic centers. Unlike commonly reported systems, our method allows the use of readily available allylic alcohols as nucleophiles instead of enolizable aldehydes and ketones.
Enantioselective Stetter Reactions Catalyzed by Bis(amino)cyclopropenylidenes: Important Role for Water as an Additive
Rezazadeh Khalkhali, Mehran,Wilde, Myron M. D.,Gravel, Michel
supporting information, p. 155 - 159 (2021/01/09)
The first highly enantioselective intermolecular Stetter reaction using simple enones is reported. A series of novel chiral BAC structures were designed and prepared. They were tested in the Stetter reaction with simple aldehydes and enones. The products were generated in excellent yields and enantioselectivities (up to 94% ee). Surprisingly, a substoichiometric amount of water was crucial to obtain high enantioselectivities. Chiral BACs were also shown to catalyze 1,6-conjugate addition reactions with paraquinone methides enantioselectively.
Mechanochemical Syntheses of N-Containing Heterocycles with TosMIC
Bolm, Carsten,Molitor, Claude,Rissanen, Kari,Schumacher, Christian,Smid, Sabrina,Truong, Khai-Nghi
, p. 14213 - 14222 (2021/09/07)
A mechanochemical van Leusen pyrrole synthesis with a base leads to 3,4-disubstitued pyrroles in moderate to excellent yields. The developed protocol is compatible with a range of electron-withdrawing groups and can also be applied to the synthesis of oxazoles. Attempts to mechanochemically convert the resulting pyrroles into porphyrins proved to be difficult.
Green method for high-selectivity synthesis of chalcone compounds
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Paragraph 0107-0110, (2021/10/02)
Under the condition of air, the water-soluble inorganic weak base is used as a catalyst to catalyze the hydrogen transfer reaction of the propargyl alcohol compound, so that the green synthesis of the high-trans selective chalcone compound is realized. Reaction temperature: 80 - 120 °C and reaction time 12 - 48 hours. To the technical scheme, any transition metal catalyst and ligand do not need to be used, inert gas protection is not needed, no other byproducts are generated, the atom economy 100%, green and environment friendliness are avoided, and the product is a high-selectivity (E)-type product. The reaction conditions are relatively low in requirement. Compared with the prior art, the alkali catalyst is obvious in advantages, and has a certain application prospect in the fields of organic synthesis, biochemistry, medicine and the like.
N-para-sulfonium salt substituted pyrazoline derivative, photocurable composition and preparation method
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Paragraph 0148-0149; 0156-0158; 0161-0162, (2020/07/21)
The invention relates to an N-para-sulfonium salt substituted pyrazoline derivative shown as the following formula (I) in the specification, a photocurable composition, and a preparation method of theN-para-sulfonium salt substituted pyrazoline derivative shown as the following formula (I). The N-para-sulfonium salt substituted pyrazoline derivative shown as formula (I) has good absorption at a wavelength of 350nm or above, and compared with a 5-substituted sulfonium salt, the N-para-sulfonium salt substituted pyrazoline derivative has the advantages of simpler and more convenient molecule synthesis steps and reduced cost of raw materials, and is more suitable for industrial production and application.
The Use of Modified Clay as an Efficient Heterogeneous and Ecofriendly Catalyst for the Synthesis of Chalcones via Claisen-Schmidt Condensation
Bentahar, S.,Dbik, A.,Khomri, M. El,Lacherai, A.,Messaoudi, N. El,Sabour, A.,Taleb, M. Ait
, p. 983 - 990 (2020/08/24)
Abstract: Clay modified by potassium fluoride (KF-modified clay) was used as an ecological alternative and heterogeneous catalyst for the preparation of chalcones via Claisen-Schmidt condensation. In this paper, we have synthesized classical chalcones by condensation of benzaldehyde substituents with acetophenone. Moreover, the other chalcones were also synthesized during the condensation of benzaldehyde substituents with 2-acetylfuran. All the results obtained show that our material can be used as an effective catalyst for the synthesis of chalcones with good yield included between 90 and 99%. The catalyst recycle study shows that the modified clay can be reused four times without a decrease in catalytic activity.
IMPROVED COMPOUNDS FOR MYC INHIBITION
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Page/Page column 6; 17, (2020/02/06)
There is disclosed a compound, a pharmaceutical composition and a method of cancer treatment with an improved Myc inhibitor compound. More specifically, there is disclosed an improved compound having with improved solubility, improved binding characterist
β-Carbolines: synthesis of harmane, harmine alkaloids and their structural analogs by thermolysis of 4-aryl-3-azidopyridines and investigation of their optical properties
Shuvalov, Vladislav Yu.,Elisheva, Valeriya А.,Belousova, Anastasiya S.,Arshinov, Evgenii V.,Glyzdinskaya, Larisa V.,Vorontsova, Marina А.,Chernenko, Sergei А.,Fisyuk, Aleksander S.,Sagitullina, Galina P.
, p. 73 - 83 (2020/02/18)
[Figure not available: see fulltext.] Interest in β-carbolines is caused by the biological activity of these compounds and the use of their fluorescent properties in the study of their interaction with DNA and other biological targets, as well as with drug delivery vehicles. A new general method for the synthesis of harmane, harmine, and their structural analogs by thermolysis of substituted 4-aryl-3-azidopyridines was developed, and their optical properties were studied.
