Trifluoromethoxylation/trifluoromethylthiolation/trifluoro- methylselenolation strategy for the construction of heterocycles

Chinese Chemical Letters, Год журнала: 2022, Номер 34(5), С. 108045 - 108045

Опубликована: Дек. 8, 2022

Язык: Английский

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Cascade Radical Trifluoromethylthiolation/Cyclization of Dienes To Access SCF₃-Containing Medium-Sized Heterocycles

Organic Letters, Год журнала: 2023, Номер 25(24), С. 4598 - 4602

Опубликована: Июнь 12, 2023

A novel radical cascade trifluoromethylthiolation/cyclization of dienes (N-alkyl-2-(1-phenylvinyl)aniline derivatives) with AgSCF3 has been developed. This approach provides simple and efficient access to a wide range SCF3-containing medium-sized rings (7/8/9-membered heterocycles). Preliminary mechanistic studies suggest that the reaction is realized through silver-assisted cyclization process. The large-scale experiment modification product reveal promising utility this protocol.

Язык: Английский

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Photo- or Electrochemical Cyclization of Dienes with Diselenides to Access Seleno-Benzo[b]azepines

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(11), С. 7245 - 7255

Опубликована: Май 23, 2023

A cascade selenylation/cyclization of dienes with diselenides has been realized under visible-light irradiation or electrolysis conditions. Employing O2 electricity as a "green" oxidant, this protocol provides green and efficient method for an array biologically important seleno-benzo[b]azepine derivatives in moderate to good yields. The direct sunlight gram-scale reaction render the approach practical attractive.

Язык: Английский

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Photochemical difluoromethylation of alkynes: synthesis of CF₂H-substituted seven-membered dioxodibenzothiazepines and dibenzazepines

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(8), С. 1968 - 1974

Опубликована: Янв. 1, 2023

A general and efficient photochemical strategy for difluoromethylation/radical cascade cyclization of alkynes with sodium difluoromethylsulfinate (NaSO 2 CF H) has been disclosed.

Язык: Английский

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Cascade Oxidative Trifluoromethylthiolation and Cyclization of 3-Alkyl-1-(2-(alkynyl)phenyl)indoles

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(9), С. 5403 - 5419

Опубликована: Апрель 5, 2023

Persulfate-promoted radical cascade trifluoromethylthiolation and cyclization of 3-alkyl-1-(2-(alkynyl)phenyl)indoles with AgSCF3 were investigated. This protocol provides a novel route to CF3S-substituted indolo[1,2-a]quinoline-7-carbaldehydes indolo[1,2-a]quinoline-7-methanone derivatives via the formation C-SCF3 bond C-C benzylic carbon oxidation in single step. reaction can accommodate broad range functional groups. The single-crystal X-ray diffraction data confirm chemical structure product. A scale-up experiment inhibition experiments operated system. Photophysical properties some selected 5-((trifluoromethyl)thio)indolo[1,2-a]quinoline-7-carbaldehydes studied by UV-visible fluorescence spectroscopy.

Язык: Английский

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Access to SCF3-containing N-fused quinolines via photo-induced domino radical trifluoromethylthiolation

Journal of Catalysis, Год журнала: 2025, Номер unknown, С. 116005 - 116005

Опубликована: Фев. 1, 2025

Язык: Английский

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Crystal structure of 2-chloro-11-(((fluoromethyl)sulfonyl)methyl)-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, C₁₆H₁₃ClFNO₄S₂

Zeitschrift für Kristallographie - New Crystal Structures, Год журнала: 2025, Номер unknown

Опубликована: Апрель 23, 2025

Abstract C 16 H 13 ClFNO 4 S 2 , monoclinic, P 1 / c (no. 14), a = 8.9984(2) Å, b 18.0668(6) 10.3178(3) β 95.5070(10)°, V 1669.65(8) Å 3 Z 4, R gt ( F ) 0.0405 wR ref 0.1048, T 150 K.

Язык: Английский

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Crystal structure of 2-bromo-11-(((fluoromethyl)sulfonyl)methyl)-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, C₁₆H₁₃BrFNO₄S₂

Zeitschrift für Kristallographie - New Crystal Structures, Год журнала: 2025, Номер unknown

Опубликована: Апрель 23, 2025

Abstract C 16 H 13 BrFNO 4 S 2 , monoclinic, P 1 / c (no. 14), a = 9.1629(2) Å, b 17.9824(4) 10.3488(2) β 95.501(1)°, V 1697.33(6) Å 3 Z 4, R gt ( F ) 0.0331, wR ref 0.0804, T 150 K.

Язык: Английский

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The structure of (E)-6-(cyclopropylmethyl)-11-(2,2-difluoropropylidene)-2-methyl-6, 11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, C₂₁H₂₁F₂NO₂S

Zeitschrift für Kristallographie - New Crystal Structures, Год журнала: 2025, Номер unknown

Опубликована: Апрель 24, 2025

Abstract C 21 H F 2 NO S, monoclinic, P 1 / n (no. 14), a = 12.0799(4) Å, b 12.8538(4) c 12.2063(4) β 95.769(1)°, V 1885.70(11) Å 3 , Z 4, R gt ( ) 0.0437, wR ref 0.1261, T 150 K.

Язык: Английский

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Iron‐Catalyzed Direct C3−H Trifluoromethylthiolation of Quinoxalin‐2(1H)‐ones

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 366(2), С. 214 - 219

Опубликована: Дек. 6, 2023

Abstract An iron‐catalyzed direct C3−H radical trifluoromethylthiolation of quinoxalin‐2(1 H )‐ones has been developed. This protocol uses earth‐abundant FeSO 4 ⋅ 7H 2 O as the catalyst, and AgSCF 3 trifluoromethylthiolating reagent to provide various SCF ‐containing )‐one derivatives in 26–88% yields. Preliminary mechanistic investigations indicate that reaction proceeds through a pathway.

Язык: Английский

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