Radical Strategy for the Transition-Metal-Catalyzed Synthesis of γ-Lactones: A Review

Synthesis ◽  
2020 ◽  
Vol 52 (24) ◽  
pp. 3855-3865
Author(s):  
Ren-Jie Song ◽  
Bin Wei ◽  
Ke-Wei Li ◽  
Yan-Chen Wu ◽  
Shi-Qi Tong
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Recent Progress ◽  
Food Additives ◽  
Radical Cyclization ◽  
Biological Molecules ◽  
Cyclization Reactions ◽  
Unsaturated Carboxylic Acids ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

The γ-lactone skeleton is very important component of various natural products, biological molecules, food additives, and perfumes. As a result, much effort has been made towards such compounds. In this review, we summarize recent progress in transition-metal-catalyzed annulation reactions for the formation of γ-lactone derivatives through a radical pathway. Various reagents, such as anhydrides, Togni’s reagent, TMSN3, arenesulfonyl chlorides, arenediazonium salts, dibenzoyl peroxides, O-benzoylhydroxylamine, NFSI, and α-halocarboxylic compounds, used in radical cyclization reactions are described, and the mechanisms of these radical annulation reactions are also discussed.1 Introduction2 Annulations of Alkenes with Anhydrides3 Annulations of Unsaturated Carboxylic Acids with Nucleophiles4 Annulations of Alkenes with α-Halocarboxylic Compounds5 Conclusions and Outlook

scholarly journals Recent Progress in the Transition Metal Catalyzed Synthesis of Indoles

Catalysts ◽  
2018 ◽  
Vol 8 (10) ◽  
pp. 458 ◽  
Author(s):  
Raffaella Mancuso ◽  
Renato Dalpozzo
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Transition Metals ◽  
Recent Progress ◽  
Comprehensive Overview ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
Indole Synthesis

Indole is the most frequently found heterocyclic core structures in pharmaceuticals, natural products, agrochemicals, dyes and fragrances. For about 150 years, chemists were absorbed in finding new and easier synthetic strategies to build this nucleus. Many books and reviews have been written, but the number of new syntheses that appear in the literature, make necessary continuous updates. This reviews aims to give a comprehensive overview on indole synthesis catalyzed by transition metals appeared in the literature in the years 2016 and 2017.

scholarly journals New cyclization reactions in organic syntheses

2002 ◽  
Vol 74 (1) ◽  
pp. 159-166 ◽  
Author(s):  
Iwao Ojima
Keyword(s):  
Amino Acids ◽  
Transition Metal ◽  
Total Synthesis ◽  
Cyclization Reactions ◽  
Organic Syntheses ◽  
Carbocyclic Compounds ◽  
Efficient Construction ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Recent development in the transition metal-catalyzed cyclization reactions for organic syntheses in the author's laboratories is summarized, which includes (i) novel silylcarbocyclizations (SiCaCs) and carbonylative carbotricyclizations, (ii) intramolecular silylformylations and desymmerization of siloxydiynes by sequential double silylformylation, (iii) efficient total synthesis of (+)-prosopinine, (iv) enantioselective desymmetrization of aminodienes, and (iv) new and efficient routes to 1-azabicyclo[x.y.0]alkane amino acids. All these processes are catalyzed by Rh or Rh­Co complexes, and useful for rapid and efficient construction of a variety of heterocyclic and carbocyclic compounds. Mechanisms of these new carbocyclization and cyclohydrocarbonylation reactions are also discussed.

Transition-Metal-Catalyzed Reactions Involving Arynes

Synthesis ◽  
2017 ◽  
Vol 50 (01) ◽  
pp. 1-16 ◽  
Author(s):  
Santosh Mhaske ◽  
Ranjeet Dhokale
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Total Synthesis ◽  
Scientific Community ◽  
Multicomponent Reactions ◽  
Polycyclic Aromatic Compounds ◽  
Polycyclic Aromatic ◽  
Transition Metal Catalyzed ◽  
Catalyzed Reactions ◽  
Metal Catalyzed

The plethora of transformations attainable by the transition-metal-catalyzed reactions of arynes has found immense contemporary interest in the scientific community. This review highlights the scope and importance of transition-metal-catalyzed aryne reactions in the field of synthetic organic chemistry reported to date. It covers transformations achieved by the combination of arynes and various transition metals, which provide a facile access to a biaryl motif, fused polycyclic aromatic compounds, different novel carbocycles, various heterocycles, and complex natural products.1 Introduction2 Insertion of Arynes3 Annulation of Arynes4 Cycloaddition of Arynes5 Multicomponent Reactions of Arynes6 Miscellaneous Reactions of Arynes7 Total Synthesis of Natural Products Using Arynes8 Conclusion

The C–H functionalization of N-alkoxycarbamoyl indoles by transition metal catalysis

2021 ◽  
Vol 19 (37) ◽  
pp. 7949-7969
Author(s):  
Prasanjit Ghosh ◽  
Sajal Das
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Transition Metal Catalysis ◽  
Metal Catalysis ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Indole and its congeners are ubiquitous nitrogen containing organic scaffolds found in a plethora of natural products. This review aims to highlight the transition-metal catalyzed C–H functionalization of N-alkoxycarbamoyl indoles.

scholarly journals Synthesis of Polyhedral Borane Cluster Fused Heterocycles via Transition Metal Catalyzed B-H Activation

Molecules ◽  
2020 ◽  
Vol 25 (2) ◽  
pp. 391 ◽  
Author(s):  
Ke Cao ◽  
Cai-Yan Zhang ◽  
Tao-Tao Xu ◽  
Ji Wu ◽  
Xin-Yu Wen ◽  
...  
Keyword(s):  
Transition Metal ◽  
Recent Progress ◽  
Building Blocks ◽  
Bioactive Natural Products ◽  
Fused Heterocycles ◽  
Selective Functionalization ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
Photoluminescent Materials ◽  
Borane Cluster

Aromatic heterocycles are ubiquitous building blocks in bioactive natural products, pharmaceutical and agrochemical industries. Accordingly, the carborane-fused heterocycles would be potential candidates in drug discovery, nanomaterials, metallacarboranes, as well as photoluminescent materials. In recent years, the transition metal catalyzed B-H activation has been proved to be an effective protocol for selective functionalization of B-H bond of o-carboranes, which has been further extended for the synthesis of polyhedral borane cluster-fused heterocycles via cascade B-H functionalization/annulation process. This article summarizes the recent progress in construction of polyhedral borane cluster-fused heterocycles via B-H activation.

Recent progress in transition-metal-catalyzed hydrocyanation of nonpolar alkenes and alkynes

2020 ◽  
Vol 18 (3) ◽  
pp. 391-399 ◽  
Author(s):  
Hongru Zhang ◽  
Xin Su ◽  
Kaiwu Dong
Keyword(s):  
Transition Metal ◽  
Recent Progress ◽  
Building Blocks ◽  
Powerful Method ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Hydrocyanation is a powerful method for the preparation of nitriles which are versatile building blocks for the synthesis of amines, acids and amides.

Chromium-Catalyzed Cross-Couplings and Related Reactions

Synthesis ◽  
2019 ◽  
Vol 51 (10) ◽  
pp. 2100-2106 ◽  
Author(s):  
Jie Li ◽  
Paul Knochel
Keyword(s):  
Transition Metal ◽  
Recent Progress ◽  
Short Review ◽  
High Price ◽  
Nickel Catalysis ◽  
Catalytic Reactivity ◽  
Transition Metal Catalyzed ◽  
Low Valent ◽  
Metal Catalyzed ◽  
Remarkable Progress

Transition-metal-catalyzed cross-couplings have been recognized as a powerful tool for sustainable syntheses. Despite the fact that remarkable progress was achieved by palladium and nickel catalysis, the high price and toxicity still remained a drawback. Recently, naturally more abundant and less toxic low-valent chromium salts, such as Cr(II) and Cr(III) chlorides, displayed notable unique catalytic reactivity. Thus, recent progress in the field of chromium-catalyzed cross-couplings and related reactions are highlighted in the present short review until December­ 2018.1 Introduction and Early Chromium-Mediated Reactions2 Chromium-Catalyzed Cross-Couplings and Related Reactions3 Conclusion

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