Direct Synthesis of 5-Acyl-3-oxy-4-pyrones Based On Acid-­Catalyzed Acylation of Enaminodiones with Acylbenzotriazoles via Soft Enolization

Synthesis ◽  
2020 ◽  
Vol 52 (15) ◽  
pp. 2267-2276 ◽  
Author(s):  
Dmitrii L. Obydennov ◽  
Viktoria V. Viktorova ◽  
Elena V. Chernyshova ◽  
Alexander S. Shirinkin ◽  
Sergey A. Usachev ◽  
...  
Keyword(s):  
Ring Opening ◽  
Direct Synthesis ◽  
Pyrone Ring ◽  
Mild Conditions ◽  
Soft Enolization ◽  
Acid Catalyzed

A novel convenient acid-catalyzed acylation of enaminodiones with acylbenzotriazoles via soft enolization has been developed for the direct synthesis of hard-to-reach 5-acyl-3-oxy-4-pyrones. The important advantages of the reaction include broad substrate scope, mild conditions, scalability, and readily isolation of products by crystallization without the use of chromatography. Further modification of the pyrone ring and synthesis of various azaheterocycles via ring-opening transformation have been demonstrated for the preparation of potential scaffolds for inhibition of metalloenzymes.

scholarly journals Recent Advances in Rapid Synthesis of Non-proteinogenic Amino Acids from Proteinogenic Amino Acids Derivatives via Direct Photo-Mediated C–H Functionalization

Molecules ◽  
2020 ◽  
Vol 25 (22) ◽  
pp. 5270
Author(s):  
Zhenbo Yuan ◽  
Xuanzhong Liu ◽  
Changmei Liu ◽  
Yan Zhang ◽  
Yijian Rao
Keyword(s):  
Amino Acids ◽  
Direct Synthesis ◽  
Environmentally Friendly ◽  
Powerful Method ◽  
Rapid Synthesis ◽  
Conservation Of Energy ◽  
Mild Conditions ◽  
Recent Advances ◽  
Recent Developments

Non-proteinogenic amino acids have attracted tremendous interest for their essential applications in the realm of biology and chemistry. Recently, rising C–H functionalization has been considered an alternative powerful method for the direct synthesis of non-proteinogenic amino acids. Meanwhile, photochemistry has become popular for its predominant advantages of mild conditions and conservation of energy. Therefore, C–H functionalization and photochemistry have been merged to synthesize diverse non-proteinogenic amino acids in a mild and environmentally friendly way. In this review, the recent developments in the photo-mediated C–H functionalization of proteinogenic amino acids derivatives for the rapid synthesis of versatile non-proteinogenic amino acids are presented. Moreover, postulated mechanisms are also described wherever needed.

Acid Catalyzed a-Pyrone Ring Formation Reactions

Heterocycles ◽  
1994 ◽  
Vol 37 (3) ◽  
pp. 1705 ◽  
Author(s):  
Okan Tarhan ◽  
Cihangir Tanyeli ◽  
Ayhan S. Demir ◽  
�demir �arslan ◽  
Idris Mecidoglu
Keyword(s):  
Ring Formation ◽  
Pyrone Ring ◽  
Acid Catalyzed

Some aspects of the formation and structural features of low nuclearity heterometallic carboxylates

2020 ◽  
Vol 92 (7) ◽  
pp. 1093-1110 ◽  
Author(s):  
Aleksey A. Sidorov ◽  
Natalia V. Gogoleva ◽  
Evgeniya S. Bazhina ◽  
Stanislav A. Nikolaevskii ◽  
Maksim A. Shmelev ◽  
...  
Keyword(s):  
Ligand Exchange ◽  
Direct Synthesis ◽  
Molecular Complexes ◽  
Structural Features ◽  
Exchange Reactions ◽  
Metal Core ◽  
Mild Conditions ◽  
Metal Organic ◽  
Heterometallic Carboxylates ◽  
Molecular Compounds

AbstractHeterometallic carboxylate complexes are of paramount interest in pure and applied coordination chemistry. Despite that plurality of such type compounds have been published to date, synthetic aspects of their chemistry often remain in the shadow of intriguing physical properties manifesting by these species. Present review summarizes reliable data on direct synthesis of low nuclearity molecular compounds as well as coordination polymers on their base with carboxylate-bridged {M2Mg} (M = Co2+, Ni2+, Cd2+), {M2Li2} (M = Co2+, Ni2+, Zn2+, VO2+), {M2Ln2} and {M2Ln} (M = Cu2+, Zn2+, Co2+) metal cores. Structural features and stabilization factors are considered and principal outcomes are confirmed by quantum-chemical calculations. Particular attention is paid to consideration of ligand-exchange reactions that allow controllable modification of heterometallic metal core under mild conditions giving diverse molecular complexes with modified ligand environment or Metal-Organic Frameworks with permanent porosity.

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