Synthesis
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Synthesis ◽  
2022 ◽  
Author(s):  
Jun Dong ◽  
Youwei Chen ◽  
Xingcai Huang

A series of quinoxaline-2-thiol and quinoxaline were prepared in moderate to good yields from various phenacyl sulfoxides bearing 1-methyl-1H-tetrazole and o-aryl diamines. The proposed reaction mechanism involves generation of sulfines from the phenacyl sulfoxides bearing 1-methyl-1H-tetrazole through thermolysis elimination. Then, site-selectively carbophilic addition of sulfines by o-aryl diamines, followed by elimination, intramolecular nucleophilic addition and dehydration condensation. The current method provides a direct and simple strategy for the preparation of quinoxaline-2-thiols and quinoxalines.


Synthesis ◽  
2022 ◽  
Vol 54 (03) ◽  
pp. A20-A37
Author(s):  
Matteo Zanda

Synthesis ◽  
2022 ◽  
Author(s):  
Hongmei Jiang ◽  
Haicheng Shen ◽  
Cehua Li ◽  
Zheng Jin ◽  
Yanxue Shang ◽  
...  

A mild radical cascade cyclization of N-arylacrylamides with diselenides for the preparation of oxindoles via iodine oxidation is disclosed, which provide an eco-friendly process for the construction of C–Se bond. 25 Examples of N-arylacrylamide substrates were investigated with excellent yields. Besides, the tandem cyclization of acrylamide with diphenyl disulfide was also applicable under the same condition.


Synthesis ◽  
2022 ◽  
Author(s):  
Akira Shiozuka ◽  
Kohei Sekine ◽  
Yoichiro Kuninobu

Pyrene is one of the most attractive polycyclic aromatic hydrocarbons (PAHs) in photochemistry. Based on their redox properties, pyrenes have potential as photosensitizers. In this review, we aim to summarize recent developments in pyrene-catalyzed photoinduced organic reactions via the process of energy transfer or single electron transfer based on the excited state of pyrenes. 1. Introduction 2. Photolysis involving N–O bond cleavage or decarboxylation 3. (Cyclo)addition reactions with styrenes 4. Transformations via cleavage of C–F, C–I, C–S, and C–N bonds 5. Reactions based on sensitization-initiated electron transfer (SenI-ET) 6. Miscellaneous transformations 7. Conclusion


Synthesis ◽  
2022 ◽  
Author(s):  
Xiaosheng Luo ◽  
Qiping Feng ◽  
Ping Wang

Herein, we report the formation of C(sp3)-centered radicals via the electro-induced homolysis of 4-alkyl-1,4-dihydropyridines (alkyl-DHPs). The resulting alkyl radicals reacted with hydroxy quinazolines or quinones to afford 2-alkyl dihydroquinazolinones or alkylated quinones. A broad range of alkyl DHPs could be used as versatile radical precursors under electrolysis conditions. This alterative strategy provided a simple and effective pathway for the construction of C(sp2)–C(sp3) and C(sp3)–C(sp3) bonds under mild conditions.


Synthesis ◽  
2022 ◽  
Author(s):  
Dishu Zeng ◽  
Tianbao Yang ◽  
Niu Tang ◽  
Wei Deng ◽  
Jiannan Xiang ◽  
...  

A simple, mild, green and efficient method for the synthesis of 2-aminobenzamides was highly desired in organic synthesis. Herein, we developed an efficient, one-pot strategy for the synthesis of 2-aminobenzamides with high yields irradiated by UV light. 32 examples proceeded successfully by this photo-induced protocol. The yield reached up to 92%. The gram scale was also achieved easily. This building block could be applied in the preparation of quinazolinones derivatives. Amino acid derivatives could be employed smoothly at room temperature. Finally, a plausible mechanism was proposed.


Synthesis ◽  
2022 ◽  
Author(s):  
Boris Trofimov ◽  
Olga Tarasova ◽  
Marina Maximova ◽  
Alexander Albanov ◽  
Nina Nedolya

Deprotonative metalation of N-isopropenyl-1H-pyrroles with superbases followed by trapping with a variety of electrophiles was studied as an effective tool for the regioselective functionalization of 1H-pyrroles


Synthesis ◽  
2022 ◽  
Author(s):  
Valeria Nori ◽  
Arianna Sinibaldi ◽  
Fabio Pesciaioli ◽  
Armando Carlone

Abstract Design of Experiments (DoE) is extensively and routinely used in industry; however, in the last decades, it has been gaining increasing interest in organic synthesis in academia. The use of Chemometrics is an attractive strategy to find the real optimum in chemical reactions, especially when affected by several variables. DoE has been applied in a growing number of synthetic transformations over the years, where it can undoubtedly help in the process optimisation, saving costs and time. This review concisely discusses the chemometric basis of Design of Experiments and highlights several examples in which DoE has been applied in organic synthesis. Table of contents 1 Introduction 2 Chemometric basis of DoE 3 DoE applied in catalysis: examples 4 Conclusions


Synthesis ◽  
2022 ◽  
Author(s):  
Yuya Okui ◽  
Yuto Yasuda ◽  
Atsunori Mori ◽  
Kentaro Okano

A total synthesis of lamellarins U and A3 is described. The synthesis features interruption of a halogen dance reaction of a metalated α,β-dibromopyrrole. The pyrrolylmagnesium reagent, generated by deprotonative metalation using (TMP)MgCl·LiCl (TMP: 2,2,6,6-tetramethylpiperidide) as base, was transmetalated to the corresponding organozinc species without causing the halogen dance reaction, which underwent a Negishi coupling to incorporate an aryl group onto the pyrrole ring. The arylated α,β-dibromopyrrole was then converted into lamellarins U and A3 through an α-selective halogen–magnesium exchange followed by carboxylation and subsequent palladium-mediated cyclization. The late-stage introduction of another aryl group was performed using a Kosugi–Migita–Stille coupling to provide lamellarins U and A3.


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