Study of the iodine-promoted cyclization of 4,5-diethynyl-1,2,3-triazoles for the synthesis of triazole-iodoheterocyclic dyads DOI
Anastasia I. Govdi,

K. V. Kimele,

Ирина А. Балова

et al.

Russian Chemical Bulletin, Journal Year: 2024, Volume and Issue: 73(11), P. 3318 - 3323

Published: Nov. 1, 2024

Language: Английский

Stereoselective Route to 2,3,4,5-Tetraaryltetrahydrofurans via Efficient Cascade Synthesis of 2,3-Dihydrofurans with Four Different (Hetero)Aryl Substituents DOI
Haoran Wang, Sunewang Rixin Wang

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 24, 2025

Tf2NH-mediated regio- and diastereoselective skeletal metamorphosis of 1-alkynyl-2,3-diaryl-2-methoxycarbonylcyclopropyl ketones readily gave 2,3,4,5-tetraaryl-2,3-dihydrofurans. Controllable reduction removal the ester group then precisely afforded four types eight possible tetrahydrofuran (THF) diastereomers with different (hetero)aryl substituents. Further, deuterium-labeling results revealed an unprecedented hydrogen transfer from formyl C-H bond in tBuOK-promoted decarbonylation under tBuOH-free conditions.

Language: Английский

Citations

0
Regioselective Decarboxylative Aromatization of Benzonorcaradienes to Substituted 1‐Acylmethyl‐4‐Arylnaphthalenes DOI Open Access

Xinchi Gong,

Shixuan Bu,

Siling Lei

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(41)

Published: July 31, 2024

Abstract Tf 2 NH‐mediated decarboxylative dearomatization reaction of benzonorcaradiene γ‐ketoacids, in situ generated by intramolecular alkenylation alkynylcyclopropane γ‐ketoacids or their tert ‐butyl esters, has been described for regioselective synthesis polyfunctionalized 1‐acylmethyl‐4‐arylnaphthalenes.

Language: Английский

Citations

2
Catalytic Dearomative [1,5]‐Sigmatropic Carbon Shift of Heterole‐Fused Norcaradienes Enabled Concise Helicenation DOI Open Access

Hong‐Yan Bi,

Chaoren Shen, Sunewang Rixin Wang

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 21, 2024

In contrast to the locked fluxionality of norcaradienes fused by benzene, unexplored less aromatic heterole-fused norcaradienes, creatively generated intramolecular hydroarylation heteroaryl alkynylcyclopropanes, reserve a balancing that permits dearomative [1,5]-sigmatropic carbon shift akin reduced aromaticity heterole. This "walk" was confirmed isolation cycloheptatriene species derived from ring-expansion dearomatized alkynylated norcaradiene. A following ester-directed ring-opening rearomatization these gives products featuring migratory acylmethyls are competent for helicenation with neighboring (hetero) arenes via (formal) dehydrative alkenylation. Such reactivity will open up opportunity development controllable reactions norcaradienes.

Language: Английский

Citations

2
Current trends in organic chemistry: contribution of the N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences DOI
Mikhail P. Egorov, Valentine P. Ananikov, E. G. Baskir

et al.

Russian Chemical Bulletin, Journal Year: 2024, Volume and Issue: 73(9), P. 2423 - 2532

Published: Sept. 1, 2024

Language: Английский

Citations

2
Catalytic Dearomative [1,5]‐Sigmatropic Carbon Shift of Heterole‐Fused Norcaradienes Enabled Concise Helicenation DOI

Hong‐Yan Bi,

Chaoren Shen, Sunewang Rixin Wang

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 21, 2024

Abstract In contrast to the locked fluxionality of norcaradienes fused by benzene, unexplored less aromatic heterole‐fused norcaradienes, creatively generated intramolecular hydroarylation heteroaryl alkynylcyclopropanes, reserve a balancing that permits dearomative [1,5]‐sigmatropic carbon shift akin reduced aromaticity heterole. This “walk” was confirmed isolation cycloheptatriene species derived from ring‐expansion dearomatized alkynylated norcaradiene. A following ester‐directed ring‐opening rearomatization these gives products featuring migratory acylmethyls are competent for helicenation with neighboring (hetero) arenes via (formal) dehydrative alkenylation. Such reactivity will open up opportunity development controllable reactions norcaradienes.

Language: Английский

Citations

0
Synthesis of Alkynyl Cyclopropa[c]coumarins via Propargyl Sulfonium Salts as C1 Synthon DOI
Lavanya Chandrasekar,

Yun-Zhen Hsieh,

Hao-Tse Chou

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(47), P. 9219 - 9230

Published: Jan. 1, 2024

Herein, we present a novel approach for the preparation of alkynyl cyclopropa[

Language: Английский

Citations

0
Preparative scalable method for the synthesis of cyclic and acyclic acetals of chloropropiolaldehyde and their transformation into acetals of lithiumpropiolaldehyde DOI

А. B. Koldobskii,

O. S. Shilova,

A. A. Druzina

et al.

Russian Chemical Bulletin, Journal Year: 2024, Volume and Issue: 73(10), P. 3099 - 3103

Published: Oct. 1, 2024

Language: Английский

Citations

0
Study of the iodine-promoted cyclization of 4,5-diethynyl-1,2,3-triazoles for the synthesis of triazole-iodoheterocyclic dyads DOI
Anastasia I. Govdi,

K. V. Kimele,

Ирина А. Балова

et al.

Russian Chemical Bulletin, Journal Year: 2024, Volume and Issue: 73(11), P. 3318 - 3323

Published: Nov. 1, 2024

Language: Английский

Citations

0