Advances in heterocyclic chemistry, Journal Year: 2022, Volume and Issue: unknown, P. 201 - 274
Published: Nov. 30, 2022
Language: Английский
Advances in heterocyclic chemistry, Journal Year: 2022, Volume and Issue: unknown, P. 201 - 274
Published: Nov. 30, 2022
Language: Английский
Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(57)
Published: July 12, 2023
Three-membered carbocyclic and heterocyclic ring structures are versatile synthetic building blocks in organic synthesis with biological importance. Moreover, the inherent strain of these three-membered rings leads to their ring-opening functionalization through C->C, C->N, C-O bond cleavage. Traditional methods for molecules require use acid catalysts or transition metals. Recently, electro-organic has emerged as a powerful tool initiating new chemical transformations. In this review, mechanistic aspects electro-mediated carbo- heterocycles highlighted.
Language: Английский
Citations
17Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(19)
Published: Feb. 26, 2022
Herein, we report the first example of enantioselective (2+1) cycloaddition thioketones with α-diazo pyrazoleamides for direct synthesis tetrasubstituted thiiranes. In presence chiral N,N'-dioxide/cobalt(ΙΙ) complexes (2-5 mol%), excellent efficiency (up to 99 % yield within 15 mins) and high stereoselectivity >19 : 1 dr 97 ee) are available. Elaborations thiiranes via desulfuration have also been conducted deliver olefins. Density functional theory calculations reveal that reaction initiates from a doublet state cobalt(ΙΙ) carbenoid, which is followed by quartet cobalt(ΙΙ)-bound thiocarbonyl ylide pathway. This work provides route selective construction olefins otherwise difficult access.
Language: Английский
Citations
16Organic & Biomolecular Chemistry, Journal Year: 2020, Volume and Issue: 18(48), P. 9737 - 9761
Published: Jan. 1, 2020
Microwave technology has emerged as a great tool for the efficient synthesis of organic compounds and it provides opportunities chemists to achieve chemical transformations that tend be challenging using classical approaches. Additionally, N-heterocycles are well-known their medicinal/biological significance, along with applications excellent building blocks in synthesis. The dominance drug molecules other pharmacological agents makes them attractive scaffolds, which encourages develop wide range strategies towards greener functionalization these heterocycles. In this regard, we have collated discussed literature relating microwave-assisted modification non-(benzo)fused single-nitrogen-containing from past decade. role microwave technique its benefits over conventional approach also been emphasized terms overall reaction efficiency, time, yield, reduced side-product generation, neat clean reactions, chemo-/regio-/enantio-selectivity, use mild reagents/reaction conditions objectives green sustainable chemistry.
Language: Английский
Citations
24Russian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 60(4), P. 601 - 605
Published: April 1, 2024
Language: Английский
Citations
0Angewandte Chemie, Journal Year: 2022, Volume and Issue: 134(19)
Published: Feb. 26, 2022
Abstract Herein, we report the first example of enantioselective (2+1) cycloaddition thioketones with α‐diazo pyrazoleamides for direct synthesis tetrasubstituted thiiranes. In presence chiral N,N′ ‐dioxide/cobalt(ΙΙ) complexes (2–5 mol%), excellent efficiency (up to 99 % yield within 15 mins) and high stereoselectivity >19 : 1 dr 97 ee) are available. Elaborations thiiranes via desulfuration have also been conducted deliver olefins. Density functional theory calculations reveal that reaction initiates from a doublet state cobalt(ΙΙ) carbenoid, which is followed by quartet cobalt(ΙΙ)‐bound thiocarbonyl ylide pathway. This work provides route selective construction olefins otherwise difficult access.
Language: Английский
Citations
2Advances in heterocyclic chemistry, Journal Year: 2022, Volume and Issue: unknown, P. 201 - 274
Published: Nov. 30, 2022
Language: Английский
Citations
2